Bromides-buliding-blocks

Electric Literature of 18087-73-5,Some common heterocyclic compound, 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine, molecular formula is C6H4BrN3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Unit Operation 1.1: 1 Sonogashira Reaction AP24595, palladium tetrakis triphenylphosphine (Pd(PPh3)4) , copper (I) iodide (Cul), triethylamine, and tetrahydrofuran (THF) are charged to the reactor. The mixture is stirred and degassed with nitrogen and then pre-degassed AP28141 is charged. The resulting mixture is brought to 45 – 55C and held for not less than 3 hours. The reaction completion is determined by IPC-1 (HPLC). If the IPC-1 criterion is met, the mixture is concentrated to a target volume and cooled. Unit Operation 1.2: Deprotection / 2nd Sonogashira Reaction AP25570, additional palladium tetrakis triphenylphosphine (Pd(PPh3)4), copper (I) iodide (Cul), and tetrahydrofuran (THF) are charged to the reactor. The mixture is concentrated and the water content is determined by IPC-2 (KF). If the IPC-2 criterion is met, the mixture is warmed to 45 – 60C and 25% sodium methoxide solution in methanol is slowly added. The reaction mixture is stirred and held for 30 – 60 minutes at 45 – 55C. The reaction progress is determined by IPC-3 (HPLC). The reaction mixture may be held at a lower temperature during the IPC analysis. If the IPC-3 criterion is met, the process is continued to Unit Operation 1.3. Unit Operation 1.3: Isolation of AP25047 HCI While stirring, the cool reaction mixture is quenched by addition of hydrogen chloride gas. A precipitate forms, and residual hydrogen chloride is removed from the suspension by a nitrogen purge. Tetrahydrofuran (THF) is replaced with toluene by an azeotropic distillation under reduced pressure. The resulting warm slurry is filtered in an agitated filter dryer and the filter cake is triturated and washed with warm toluene. The content of process impurity AP291 16 is determined by IPC-4 (HPLC). If the IPC-4 criterion is met, the wet filter cake is dried with agitation under a flow of nitrogen and reduced pressure at 35 – 45C (jacket temperature). The drying is monitored by IPC-5 (LOD, gravimetric). If the IPC-5 criterion is met, the crude AP25047 HCI is discharged and packaged in FEP bags in a plastic container. The isolated AP25047 HCI can be held for up to 7 days prior to forward processing. Unit Operation 1.4: Work-up The crude AP25047 HCI solid is charged to a reactor with dichloromethane (DCM) and washed with aqueous ammonia. The aqueous phase is back extracted with DCM for yield recovery purposes and the combined organic phase is washed a second time with aqueous ammonia. The organic layer is then washed with aqueous hydrochloric acid until the aqueous phase reaches a pH of 1-2, as indicated by IPC-6 (pH strips). If the IPC-6 criterion is met, the organic phase is treated with aqueous sodium bicarbonate until the aqueous wash reaches a pH of NLT 7, as indicated by IPC-7 (pH strips). The organic phase is briefly concentrated followed by the addition of fresh dichloromethane. The organic solution is passed through a silica gel pad, which is then rinsed with additional fresh dichloromethane for increased product recovery. Unit Operation 1.5: Crystallization of AP25047 The dichloromethane solution is concentrated under reduced pressure, and the dichloromethane is replaced with 2-propanol by azeotropic distillation under reduced pressure to the targeted final volume range. The resulting suspension is then cooled and further aged with agitation. Unit Operation 1.6: Isolation / Drying The precipitated product is isolated in an agitated filter dryer under a flow of nitrogen, and the filter cake is rinsed with 2-propanol. The wet filter cake is dried with agitation under a flow of nitrogen and reduced pressure at 45 – 55C (jacket temperature). The drying is monitored by IPC-8 (LOD, gravimetric). If the IPC-8 criterion is met, the product is sampled and packaged into polyethylene bags and placed within a heat sealed mylar coated aluminum foil bag, within an HDPE shipping container (Expected yield range, 65 – 89%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromoimidazo[1,2-b]pyridazine, its application will become more common.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; MURRAY, Christopher, K.; ROZAMUS, Leonard, W.; CHABER, John, J.; SHARMA, Pradeep; WO2014/93579; (2014); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6274-57-3, name is 1-(4-Bromophenyl)-N,N-dimethylmethanamine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-(4-Bromophenyl)-N,N-dimethylmethanamine

2.33.a tert.butyl 4-(4-dimethylaminomethyl-phenyl)-4-hydroxy-piperidine-1-carboxylate 236 mL (0.38 mol, 1.6M in hexane) n-BuLi is added dropwise over 35 min at -65 C. to a solution of 81 g (0.38 mol) of 4-bromodimethylbenzylamine in 450 mL THF. 75 g (0.38 mol) of tert.butyl 4-oxo-piperidine-1-carboxylate in 150 mL THF are added dropwise over 60 min, so that the temperature does not exceed -60 C. The reaction solution is stirred for 2 h at -65 C. and for a further 17 h at ambient temperature. The reaction mixture is combined with 300 mL ether, cooled to 5 C. and the precipitate formed is suction filtered. The precipitate is combined with 200 mL water and 700 mL ether and stirred for 10 min. The organic phase is dried over magnesium sulphate and the solvent eliminated using the rotary evaporator. The product obtained is dried in vacuo. Yield: 45 g (35.7% of theory).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 6274-57-3.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2004/242572; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1000994-95-5, name is 1-Bromo-4-(1,1-difluoroethyl)benzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 1000994-95-5

Nitrogen,Titration in the following -60 1.6M n-butyllithium in hexane (0.4 mL)in1-Bromo-4- (1,1-difluoroethyl) benzene(0.17 g)Of tetrahydrofuran (0.61 g)The solution was stirred for an additional 1 hour and titrated for 4 minutes5-cyclopropyl-6-methoxymethylpyridinecarbonitrile(0.10 g)In tetrahydrofuran (0.30 g).After stirring for 2 hours and 2 minutes, the temperature was further raised to room temperature.After adding 5% aqueous hydrochloric acid solution (0.93 g) and stirring,Water and ethyl acetate were added,The mixture was separated into a mixture of an organic layer and an aqueous layer.Ethyl acetate (4 mL) was added to the resulting aqueous layer,Mixed and separated into an organic layer and an aqueous layer.Mixing the organic layers of both,The mixture was separated by adding 5% aqueous sodium hydrogencarbonate solution, and the organic layer and the aqueous layer were mixed.Ethyl acetate (2 mL) was added to the resulting aqueous layer,Mixed and separated into an organic layer and an aqueous layer.The organic layers were mixed, and the organic layer and the aqueous layer were mixed by adding water. Ethyl acetate (2 mL) was added to the obtained aqueous layer, mixed, and separated into an organic layer and an aqueous layer. The organic layers were mixed, dried by addition of sodium sulfate, and after the desiccant was filtered off, the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane / ethyl acetate = 49/1, v / v)To obtain the title compound (0.14 g, yield 75.1%) as a pale yellow oily substance.

The synthetic route of 1000994-95-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NISSAN CHEMICAL INDUSTRIES, LTD.; YOSHINO, HIRONOBU; UMEDA, YASUHIRO; TAKEOKA, JUN; NAGAYA, AKIHIRO; SUGAWARA, YUDAI; YOSHINO, MADOKA; (54 pag.)TW2016/5826; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine, A new synthetic method of this compound is introduced below., Computed Properties of C8H10BrN

To a solution of compound 14 (23.1 g, 115.5 mmol) in methylene chloride (500 mL) was added alpha-bromo-2?-acetonapthone (27.9 g, 110.0 mmol) and the resulting mixture was stirred at 0¡ã C. for 1 h prior to the addition of triethylamine (15.3 mL, 47.4 mmol). The reaction mixture was stirred at 0¡ã C. for 2 h. The resulting mixture was diluted with water (200 mL) and the aqueous phase was extracted with additional methylene chloride (2¡Á200 mL). The combined extracts were dried over sodium sulfate, filtered and concentrated to afford compound 15 (44.5 g) as a light yellow oil, which was used in the next step without further purification: 1H NMR (CDCl3, 500 MHz) 8.49 (s, 1H), 8.01 (dd, J=8.8, 1.8 Hz, 1H), 7.95 (d, J=8.0 Hz, 1H), 7.90-7.84 (m, 2H), 7.62-7.52 (m, 3H), 7.40 (d, J=8.0 Hz, 1H), 7.31 (d, J=8.0 Hz, 1H), 7.19 (t, J=7.7 Hz, 1H), 3.91 (s, 2H), 3.68 (s, 2H), 2.40 (s, 3H)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Qiu, Jun; Gao, Qui; Liu, Shuang; Hu, Min; Yang, Yuh-Lin Allen; Isherwood, Matthew; Amin, Rasidul; US2014/275101; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 626-88-0,Some common heterocyclic compound, 626-88-0, name is 1-Bromo-4-methylpentane, molecular formula is C6H13Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 1: 2-(4-methylpentyl)-1H-isoindole-1,3(2H)-dione To a solution of 1-bromo-4-methylpentane (5.0 g, 0.030 mol) in DMF (20 mL) was added potassium phthalimide (5.9 g, 0.032 mol) in one portion at room temperature. After stirring at room temperature of 1 hr, the mixture was heated at 55 C. for 16 hr. Chloroform (30 mL) was added to the reaction mixture and the resulting mixture was poured into water (100 mL). The aqueous phase was extracted with chloroform and the combined organic phase was washed with 0.25 M NaOH (aq) and water. The organic phase was dried (Na2SO4), filtered and concentrated in vacuo to give 2-(4-methylpentyl)-1H-isoindole-1,3(2H)-dione as a pale yellow oil. (M+H) 232, 2.80 min. (LC/MS method A).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-methylpentane, its application will become more common.

Reference:
Patent; IGNAR, DIANE MICHELE; US2010/113512; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2862-39-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred solution of 6-(4-chlorophenyl)-5-(3, 8-dimethyl-[1 ,2,4]triazolo[4, 3-a]pyridin-6-yl)-3-methyl-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one (Step 10 of Example 3, 100 mg, 0.255 mmol)in DMF (4 mL) was added NaH (13.27 mg, 0.332 mmol) under Ar. After 30 mm at rt, 3-bromo-1- methypyrrolidin-2-one (54.5 mg, 0.306 mmol) was added. The reaction mixture stirred for 1 h at rt, quenched with a saturated aqueous solution of NaHCO3 (75 mL) and extracted with EtOAc (2 x 75 mL). The organic layers were combined, washed with a saturated aqueous solution of NaHCO3 (75 mL), dried on Na2504 and evaporated. The residue was purified by silica gelchromatography on Combiflash Isco (eluent: DCM/MeOH; gradient: 0-10% MeOH in 12 mm, 2 mm 10% MeOH; flow: 18 mL/min) and subsequent SF0 to afford 12 mg of diastereomerA and 25 mg of diastereomer B. The title compound was prepared using an analogous procedure to that described in Example 126 but using dimethylaminoethyl bromide hydrobromide (71.3 mg, 0.306 mmol, 1.2 eq) and 3eq of NaH. The crude product was purified by silica gel chromatography on Combiflash Isco (eluent: DCM/MeOH; gradient: 0-10% MeOH in 12 mm, 3.6 mm 10% MeOH; flow: 18 mL/min) and subsequent trituration of the resulting material in diethyl ether to afford (65 mg) of the title compound as a colorless solid. Rt: 0.62 mm (LC-MS 1); ESI-MS mlz: 463.2 [M+H] (LC-MS 1); 1H NMR (400 MHz, DMSO-d6) O 8.31 (d, J = 1.7 Hz, 1H), 7.42- 7.26 (m, 5H), 6.71 (5, 1H), 6.42(5, 1H), 3.72-3.57 (m, 1H), 3.57-3.44 (m, 1H), 2.59 (5, 3H), 2.41 (5, 3H), 2.29-2.18 (m, 1H),2.14 (5, 3H), 2.08- 1.91 (m, 7H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromo-N,N-dimethylethanamine hydrobromide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; BLANK, Jutta; BOLD, Guido; BORDAS, Vincent; COTESTA, Simona; GUAGNANO, Vito; RUeEGER, Heinrich; VAUPEL, Andrea; WO2015/75665; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1647-26-3, name is 1-Bromo-2-cyclohexylethane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1647-26-3

1-(2-Chloro-phenyl)-3-cyclohexyl-propan-1-one 15.57 g (640 mmole) Magnesium turnings were placed in a 1 l-roundbottom flask equipped with a dropping funnel and a reflux condenser, and 50 ml of THF were added. The magnesium was etched slightly with a few crystals of iodine and then 2 g of (2-bromo-ethyl)-cyclohexane were added and the mixture was heated locally. After the start of the Grignard-formation the rest of the (2-bromo-ethyl)-cyclohexane in 350 ml of THF (112.65 g in total, 589 mmole) were added within a period of 20 min. The mixture was refluxed for 1.5 h and then cooled to room temperature. In a separate 2 l-roundbottom flask 70.5 g (513 mmole) of 2-chloro-benzonitrile and 156 mg (0.16 mole %) copper(I)iodide were dissolved in 130 ml of THF. The Grignard-solution was added dropwise over a period of 30 min and the reaction mixture was refluxed for 3 h. After standing overnight at room temperature, a mixture of 190 ml water and 127 ml concentrated hydrochloric acid were added very carefully, causing a strongly exothermic reaction. The mixture was stirred at 50 C. for 1 h and the layers were separated. The aqueous layer was extracted twice with 150 ml of toluene each. The combined organic layers were washed twice with 2 M sulphuric acid, once with a saturated sodium bicarbonate solution and once with a saturated sodium chloride solution. After drying over magnesium sulphate the solvent was evaporated in vacuo to yield 133.5 g (quant.) of the desired phenone as slightly brown oil. 1H-NMR (400 MHz, CDCl3): delta=7.41-7.14 (m, 4H, aromatic), 2.91 (t, 2H, COCH2), 1.71-1.55, 1.28-1.10, 0.93-0.85 (3*m, 13H) ppm.

According to the analysis of related databases, 1647-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lammus Novolen Technology GmbH; US8299287; (2012); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 129316-09-2, A common heterocyclic compound, 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, molecular formula is C10H12Br2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 1 : 1-(3-Bromo-5-(terf-butyl)phenyl)cvclobutanol (P23a) To an oven dried 100 mL 3-neck flask was added 1 ,3-dibromo-5-(terf-butyl)benzene (500 mg, 1.72 mmol) in dry THF (30 mL) under N2 and the mixture was cooled to -78C. n-BuLi (2.5M, 1 mL) was added and the mixture was stirred at -78C for 1 h. Then cyclobutanone (181 mg, 2.58 mmol) was added. After the reaction was complete (monitored by LC-MS) the mixture was quenched with aq. NH4CI and extracted with EA. The organic layer was dried over MgS04, filtered and evaporated to give compound P23a (243 mg, 50%) as a yellow solid.

The synthetic route of 129316-09-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2013/79223; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., name: 1-Bromo-4-fluoro-2-methylbenzene

Step 1: A mixture of 2-bromo-5-fluorotoluene (2.0 g, 11 mmol), acrylamide (1.5 g, 21 mmol), P(o-tolyl)3 (320 mg, 1.1 mmol), and Et3N (2.9 mL, 21 mmol), in toluene (25 mL) was deoxygenated by bubbling a stream of Ar through the solution for 15 minutes. Palladium(II) acetate (120 mg, 0.53 mmol) was added to the reaction mixture, and a stream of Ar was again passed through the mixture for 15 minutes. The reaction was heated to 140 C. for 2.25 hours, then cooled to ambient temperature, diluted with EtOAc, and filtered through Celite. The filtrate was washed with H2O, 1N HCl, H2O, dried (Na2SO4), filtered, and concentrated under reduced pressure to give amide 78 (1.7 g, 86%) which was used without further purification: 1H NMR (500 MHz, DMSO-d6): ?7.60-7.52 (m, 3H), 7.15-7.04 (m, 3H), 6.46 (d, J=16 Hz, 1H), 2.37 (s, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Nikam, Sham Shridhar; Scott, Ian Leslie; Sherer, Brian Alan; Wise, Lawrence David; US2003/236252; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3017-70-7,Some common heterocyclic compound, 3017-70-7, name is 2-Bromo-3-methyl-2-butene, molecular formula is C5H9Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

[00329] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (22 mg; 0.027 mmol) and triethylamine (0.36 ml; 2.58 mmol) in dioxane (4 ml; dried over 4 ? sieves) was sealed and stirred at 80 C. overnight (18 h). After cooling to room temperature, 1.29M HB(pin) in dioxane (1.00 ml; 1.29 mmol) and 2-bromo-3-methyl-2-butene (131 mg; 0.879 mmol) were added and the reaction mixture was stirred at 80 C. GC analysis after 24 hours showed a new peak at 5.0 minutes which was identified by GC/MS as the desired borate compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-3-methyl-2-butene, its application will become more common.

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
Bromide – Wikipedia,
bromide – Wiktionary