Tag: M.W=200-300

Reference of 698-00-0, The chemical industry reduces the impact on the environment during synthesis 698-00-0, name is 2-Bromo-N,N-dimethylaniline, I believe this compound will play a more active role in future production and life.

Example No. 6: Preparation of Compound No. 6[0294] A solution of 2,8-dimethyl-2,3,4,5-tetrahydro- lH-pyrido[4,3-b]indole (0.2 g, 1 mmol), (2-bromo-phenyl)-dimethyl-amine (600 mg, 3 mmol), K3PO4 (636 mg, 3 mmol), L-Proline (69 mg, 0.6 mmol) and Cul (57 mg, 0.3 mmol) in dry DMF (4 mL) was stirred at 150 C for 16h. The reaction mixture was cooled to RT, diluted with water and extracted with EtOAc. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford crude material, which was purified by column chromatography using neutral alumina and 10% EtOAc-Hexane followed by reverse phase HPLC purification to yield [2-(2,8- dimethyl-l,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-phenyl]-dimethyl-amine (20 mg). 1H NMR (TFA salt, CD3OD) delta (ppm): 7.50 (m, 1H), 7.38 (m, 2H), 7.18 (m, 2H), 7.0 (m, 2H), 4.75 (d, 1H), 4.40 (m, 1H), 3.80 (m, 1H), 3.58 (m, 1H), 3.15 (s, 3H), 3.0 (m, 1H), 2.70 (m, 1H), 2.56 (s, 6H), 2.42 (s, 3H).

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-dimethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; PROTTER, Andrew, Asher; CHAKRAVARTY, Sarvajit; WO2012/112962; (2012); 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. 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H3BrF2O2

To a cold solution of 5-bromo-2,2-difluorobenzo[dl[1,3ldioxole (5.75 mL, 42.2 mmol) in tetrahydrofuran (80 mL) was added a 2.0 M solution of isopropylmagnesium chloride in tetrahydrofuran (28.1 mL, 56.1 mmol) within 5-10 minutes while maintaining the temperature inthe range of 10-20 C. The reaction mixture was stirred at the same temperature for another 15 minutes and then allowed to attain room temperature with continued overnight stirring. The reaction mixture was cooled with an ice bath, triisopropyl borate (12.74 mL, 54.9 mmol) was added dropwise over 2 minutes, and stirring at room temperature was continued for 30 minutes. The reaction mixture was cooled to 10 C and 10% H2504 solution (50 mL) was added slowlywhich resulted in a slight exotherm to 20 C. After stirring for 15 minutes, the mixture was partitioned between water and ethyl acetate, and the combined organic extracts were washed with saturated NaHCO3 solution. The organic layer was separated, dried over magnesium sulfate, filtered, and concentrated. The residue was dissolved in 100 mL of tert-butyl methyl ether and cooled to 0 C. 30% Hydrogen peroxide solution in water (5.39 mL, 52.7 mmol) wasadded slowly, followed by water (60 mL), and the mixture was stirred overnight while warming up to ambient temperature. The reaction mixture was diluted with ethyl acetate and washed twice with sodium thiosulfate solution and brine. The organic layer was dried with magnesium sulfate and filtered. The filtrate was concentrated, and the residue was purified on silica gel (0-50% ethyl acetate in heptane) to give 6.43 g of the title compound as an amber oil. ?H NMR(400 MHz, DMSO-d6) oe ppm 9.75 (s, 1H), 7.12 (d, J = 8.7 Hz, 1H), 6.75 (d, J = 2.4 Hz, 1H),6.52 (dd, J = 8.7, 2.5 Hz, 1H). MS (ESI-) m/z 173.1 (M-H).

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; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; TONG, Yunsong; XU, Xiangdong; ZHANG, Qingwei, I.; SWEIS, Ramzi, Farah; DART, Michael, J.; (184 pag.)WO2019/90078; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 34950-82-8, These common heterocyclic compound, 34950-82-8, name is 7-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, 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.

To a solution of 7-bromo-3, 4-dihydro-2H-pyrido [3, 2- b] [l,4]oxazine (549 mg, 2.55 mmol) in DMF(dry) (10 rtiL) was added 60% NaH in oil (123 mg, 3.06 mmol) at 0C. The mixture was stirred at 0C under N2 for 10 min. 1- ( chloromethyl ) -2- . . (methoxymethyl ) benzene (523 mg, 3.06 mmol) was added to the mixture at 0C. The mixture was stirred at room temperature under N2 overnight. The mixture was quenched with water at 0C and extracted with EtOAc. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 5% – 50% EtOAc in hexane) to give the title (3288) compound (660 mg, 1.890 mmol, 74.0%) as white solids. (3289) MS (ESI+), found 349.1 (M+H) (3290) 1H NMR (300 MHz, CDC13) 5:3.28-3.33 (2H, m), 3.35 (3H, s) , (3291) 4.11-4.20 (2H, m) , 4.48 (2H, s) , 4.89 (2H,- s), 7.08 (1H, d, J = 2.3 Hz), 7.18-7.31 (3H, m) , 7.33-7.41 (1H, m) , 7.79 (1H, d, J = 1.9 Hz)

The synthetic route of 34950-82-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; SHIOKAWA, Zenyu; YUKAWA, Tomoya; IMADA, Takashi; NEGORO, Nobuyuki; ODA, Tsuneo; SASAKI, Satoshi; NARA, Yoshi; SUZUKI, Shinkichi; SATO, Ayumu; ISHII, Naoki; SHIBUYA, Akito; NAKAGAWA, Yasuo; COLE, Derek; GIBSON, Tony; IVETAC, Anthony; SWANN, Steve; TYHONAS, John; (472 pag.)WO2018/30550; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 703-91-3, name is 5-Bromo-2-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 5-Bromo-2-(trifluoromethyl)aniline

Pd(dppf)Cl2 (613 mg, 0.84 mmol) was added to a mixture of 5-bromo-2- (trifluoromethyl)aniline (Int 25a) (2.00 g, 8.37 mmol), cyclopropylboronic acid (929 mg, 12.56 mmol) and Na2CO3(1.77 g, 16.70 mmol) in dioxane (25 mL) and the mixture was stirred at 90 C overnight. The mixture was concentrated to dryness and the residue was purified by column chromatography (0-2% EtOAc in PE) to give the title compound as yellow oil.

The synthetic route of 703-91-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; DEUSCHLE, Ulrich; ALBERS, Michael; HOFFMANN, Thomas; (64 pag.)WO2018/141855; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 6627-78-7, 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. 6627-78-7, name is 1-Bromo-4-methylnaphthalene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 100 ml three-necked flask, compound 4”’ (10 mmol, 2.48 g) and THF (50 ml) were added, and n-butyllithium (11 mmol, 1.6 M, 6.88 ml) was slowly added dropwise under nitrogen atmosphere at -78C. The reaction was carried out at -78C for 2 hours, and then 5 ml of a THF solution of triisopropyl borate (15 mmol, 3.03 g) was slowly added dropwise to the reaction system. After the addition was completed, the mixture was slowly warmed to room temperature and stirred overnight. After the disappearance of the TLC test material, the reaction was completed. reaction. The mixture was quenched with dilute hydrochloric acid (20%, 20 ml), stirred at room temperature for 3 hours, then extracted with ethyl acetate (50 ml*3), and the combined organic phases were washed with saturated brine (100 ml*3) and dried over anhydrous sodium sulfate. The organic phase was concentrated and purified by column chromatography to give compound 3”’ (7.8 mmol, 1.45 g, 78%).

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, 1-Bromo-4-methylnaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Ailikang Pharmaceutical Co., Ltd.; Chen Lei; Xing Xiaolan; Liu Yuxian; Lu Pingbo; (12 pag.)CN107814795; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 67344-77-8, 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. 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 3-bromo-N-methylbenzylamine (12) (400 mg, 2 mmol), copper iodide (15.2 mg, 0.08 mmol) and dichlorobis(triphenylphosphine)palladium (II) (28 mg, 0.04 mmol) in DMF (3 mL) was added phenylacetylene (244.8 mg, 2.4 mmol) and triethylamine (556 uL, 4 mmol). The reaction vessel was flushed with argon, and the reaction mixture heated in the microwave for 5 minutes at 110¡ã C. The volatiles were removed in vacuo, ethyl acetate was added, and the organic solution washed successively with saturated NaHCO3 (.x.1), water (.x.1), brine (.x.1) and then extracted with 1N HCl. The acidic solution was basified to pH 9.0 with 1M NaOH, and then re-extracted with ethyl acetate, dried over magnesium sulfate and concentrated. Compound 13 was used without further purification. HPLC-MS tR=1.24 min (UV254 nm); mass calculated for formula C16H15N 221.1, observed LCMS m/z 222.1 (M+H).

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, 1-(3-Bromophenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Schering Corporation; US2007/129378; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 51554-93-9,Some common heterocyclic compound, 51554-93-9, name is 1-Bromo-4-octylbenzene, molecular formula is C14H21Br, 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.

General procedure: A 3-neck round-bottomed flask equipped with a thermometer and a condenser was flame-dried and flushed with Ar. The flask was then charged with Mg0 (1.1 eq.), a single I2 crystal and another vacuum/Ar cycle was performed. Et2O (C=0.65M) was added resulting in a bright orange suspension of Mg0 pellets. Phenyl octyl bromide (1.0 eq.) was then added in one portion and the suspension was heated via a heatgun until the internal temperature reached 32C and stabilized for 5-10s, indicating that the Grignard formation had started. The reaction was stirred at rt until disappearance of the starting material by 1H NMR analysis (e.g.?1h). (0031) The Grignard solution (3.0 eq., C=0.65M) was then syringed to another flask containing substrate (1.0. eq.) in dry Et2O (C=0.05M). The solution was stirred at rt until disappearance of the starting material by TLC analysis. Saturated aqueous NH4Cl solution was added and the aqueous layer was extracted x2 with EtOAc. The organic layers were collected, washed x1 brine, dried over Na2SO4, filtered, concentrated in vacuo.

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-octylbenzene, its application will become more common.

Reference:
Article; Garsi, Jean-Baptiste; Sernissi, Lorenzo; Vece, Vito; Hanessian, Stephen; McCracken, Alison N.; Simitian, Grigor; Edinger, Aimee L.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 217 – 242;,
Bromide – Wikipedia,
bromide – Wiktionary

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2635-13-4 as follows. Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole

General procedure: A 10-mL vial was charged with aryl halide (0.5 mmol), Cs2CO3 (1 mmol), Cu2O (0.05 mmol), N-containing heterocycles (0.75 mmol), DMF (1 mL), and a magnetic stir bar. The mixture was stirred at 120 C (130 C for entry 19). The reaction mixture was held at this temperature for 12 h (24 h for entry 18, 20, 21, and 25). After allowing the mixture to cool to room temperature, the reaction mixture was extracted with ethyl acetate (3 10 mL), dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether as the eluent) to provide the target products 3a-3t.

According to the analysis of related databases, 2635-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Xiaochuang; Wang, Meiji; Xie, Jianwei; Synthetic Communications; vol. 47; 19; (2017); p. 1797 – 1803;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 937046-98-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 937046-98-5 name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 7-bromopyrrolo[2,l- f][l,2,4]triazin-4-amine (2 g, 9.39 mmol, 2.98 equiv) in anhydrous THF (200mL) under inert atmosphere, was added 1,1 ,4,4-tetramethyl- 1 ,4-dichlorodisilyethylene(2. 2 g, 9.46 mmol, 1.1 equiv) along with sodium hydride (754 mg, 18.92 mmol, 2.2 equiv) and the mixture was stirred for 20 mm at room temperature. The reaction was then cooled to -78C before nbutyllithium (11.4 mL, 28.38 mmol, 2.5 M in hexanes) was added slowly over 10 mm. The reaction was allowed to stir for a further 15 mm before (3R,4 R, 5R)-3,4-bis(benzyloxy)-5- [(benzyloxy)methyl]oxolan-2-one (3.6 g, 8.60 mmol, 1.00 equiv) (dissolved in 5 mL THF) was added dropwise. The resulting solution was stirred for 1 h at -78 C, then quenched by the addition of 200 mL sat. ammonium chloride (aq.). The resulting solution was extracted with of ethyl acetate (200 mL x 3) and the organic layers combined, dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by reverse phase flash chromatography (ACN/H20). This resulted in 2 g (42%) of the title compound as a yellow solid. MS m/z [M+H] (ESI):553.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; ALIOS BIOPHARMA, INC.; BEIGELMAN, Leonid; DEVAL, Jerome; PRHAVC, Marija; (145 pag.)WO2019/53696; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 149910-98-5, A common heterocyclic compound, 149910-98-5, name is 7-Bromoisochroman, molecular formula is C9H9BrO, 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.

In a round-bottom flask is added in 5- bromine different chroman (1.0mmol), acetonitrile (2 ml), trimethyl silicon base nitrine (3.0mmol), in 80 C in the heating module 1-2 minutes, then adding CuBr 2 (2.0mmol), then after sealing the system 80 C heating reaction under 3 hours, the reaction using the ethyl acetate extraction, concentration by the simple column chromatography (eluting agent using petroleum ether (60-90 C) and ethyl acetate mixed solvent) to get product 5-bromo-2 – (2-hydroxy ethyl) benzonitrile, the yield is 60%.

The synthetic route of 149910-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Normal University; Wang, Min; Tao, Lianzhi; Zhang, Min; Yang, Pengfei; (39 pag.)CN105330565; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary