Tag: M.W=100-200

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. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., 38573-88-5

To a solution of 1-bromo-2,3-difluorobenzene (2.48 g, 12.86 mmol) in dry diethylether (40 ml) at -78¡ã C. was added dropwise n-butyllithium (2.5 M in hexane, 5.1 ml, 12.86 mmol). The mixture was stirred for 30 min after which a solution of 1-Boc-azetidone (2.0 g, 11.69 mmol) in dry diethyl ether (20 mL) was added dropwise. The resulting mixture was stirred at -78¡ã C. for 30 min and then brought to ambient temperature and stirred for 1 h. Aqueous saturated ammonium chloride (50 mL) was added and the mixture was extracted with ethyl acetate (2.x.50 ml). The combined organic phase was dried (Na2SO4), filtered and evaporated to dryness. The crude product was purified by flash column chromatography on silica gel (ethylacetate/isooctane 1:1) to give the title compound Yield: 1.89 g. MS m/z (rel. intensity, 70 eV) 285 (M+, 1), 156 (68), 141 (40), 127 (63), 57 (bp).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; NSAB, FILIAL AF NEUROSEARCH SWEDEN AB, SVERIGE; US2011/257148; (2011); 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. 5433-01-2, name is 1-Bromo-3-isopropylbenzene, A new synthetic method of this compound is introduced below., 5433-01-2

A mixture of N- (4- (methylsulfonyl ) benzyl) -3, 4-dihydro-2H- 1 , 4-benzoxazine-7-carboxamide (0.028 g, 0.08 mmol), l-bromo-3- isopropylbenzene (32 mg, 0.160 mmol), RuPhos Pd Gl (5.83 mg, 8.00 mumol), RuPhos (3.73 mg, 8.00 mumol), NaOtBu (0.023 g, 0.240 mmol) and DME (1 mL) was heated at 130 C for 2 h under (3792) microwave irradiation. The reaction mixture was diluted with AcOEt (3 mL) and quenched with H2O (1 mL) , and stirred for 2 min. The organic layer was separated and then the aqueous layer was extracted with EtOAc (2 mL) . The combined organic layer was evaporated by blowing away with the air at 60 C. The residue was purified by preparative HPLC (Actus Triart C18, eluted with MeCN/10 mM NH4HCO3 aq. 5 : 95?100 :?0 ) . Pure fractions were combined and concentrated by blowing away with the air at 60C to afford the title compound (21.9 mg, 0.0471 mmol, 59%) .

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; 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

583-70-0, 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 583-70-0 as follows.

Example 1; Isopropyl 2-(2,4-dimethylphenyl)benzenesulfonate (Compound 11); [0056] A solution of isopropyl 2-(4,4,5,5-tetramethyl-l,3-dioxolan-2- yl)benzenesulfonate (0.65 g, 2.0 mmol, 1.0 equiv) and l-bromo-2,4-dimethylbenzene (0.37 g, 2.1 mmol, 1.05 equiv) in toluene (15 mL) was degassed, and Pd(OAc)2 was added followed by tri(o-tolyl)phosphine, and 3 mL of a degassed 2N aqueous K2CO3 solution. The mixture was stirred at 800C for 20 hours and then water (10 mL) was added and extracted with EtOAc. The organic layer was washed with brine and dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (20:1 hexanes/EtOAc) to afford Compound 11. 1H NMR (500 MHz, CDCIa) 8.13 (dd, J = 8.1, 1.2 Hz, IH), 7.61 (ddd, J = 7.6, 7.6, 1.4 Hz, IH), 7.50 (ddd, J = 8.1, 7.6, 1.4 Hz, IH), 7.26 (dd, J = 7.5, 1.2 Hz, IH), 7.08-7.01 (m, 3H), 4.73- 4.65 (m, IH), 2.36 (s, 3H), 2.03 (s, 3H), 1.26 (d, J= 6.3 Hz, 3H), 1.15 (d, J= 6.3 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 583-70-0, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACOPEIA, LLC; ZHI, Lin; PICKENS, Jason; VAN OEVEREN, Cornelius, A.; HENDERSON, Ian; WO2010/135350; (2010); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

51437-00-4, Adding a certain compound to certain chemical reactions, such as: 51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 51437-00-4.

To an oven dried three neck flask was added Mg turnings (355 mg, 14.6 mg-at.) catalytic amount of iodine, and 20 mL THF. To the resulting mixture was added dropwise 4-bromo-1-fluoro-2-methyl-benzene (1.0 g, 0.005 mol) with heating to 62 C. After completing the addition of the aryl bromide, the mixture was stirred for an additional 30 min at 62 C. The THF solution of the prepared aryl magnesium bromide was cooled to -70 C. and succinic anhydride (1.0 g, 0.01 mmol) added as a solution in 10 mL THF. The mixture was vigorously stirred with warming to rt over 3 h and then hydrolyzed by the addition of 30 mL of 1M HCl. The resulting mixture was extracted with ethyl acetate (2¡Á20 mL). The combined organic layers were extracted with 5% aqueous K2CO3 (3¡Á10 mL) and the combined aqueous layers acidified with 1M HCl to pH3. A milky colloidal suspension was extracted with ethyl acetate (3¡Á30 mL) and the combined organic layers washed with brine (2¡Á20 mL). The solvent was evaporated under reduced pressure and the crude product used directly in the next step without further purification.LC/MS: tR=6.0 min. MS (API-ES) m/z 211 (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, 4-Bromo-1-fluoro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PanThera Biopharma, LLC; US2010/286125; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

39478-78-9,Some common heterocyclic compound, 39478-78-9, name is 5-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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 5-bromo-2-methyl aniline (6.38 g, 36.74 mmol) in EtOH (30 ml) was added acetonyl acetone (5.0 ml, 42.62 mmol) and one drop of conc. aqueous HCl. The mixture was heated at reflux for 18 h and then cooled. Solvent was evaporated to dryness under reduced pressure and the residue was partitioned between water and EtOAc. The organic layer was separated and washed with water and brine dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the residue by flash chromatography (hex:EtOAc/8:2) gave 5.8 g of 1-(5-bromo-2-methyl-phenyl)-2,5-dimethyl-1H-pyrrole (60%) as a clear oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-methylaniline, its application will become more common.

Reference:
Patent; Brotherton-Pleiss, Christine E.; Caroon, Joan Marie; Lopez-Tapia, Francisco Javier; Walker, Keith Adrian Murray; US2011/28502; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1003-98-1, 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. 1003-98-1 name is 2-Bromo-4-fluoroaniline, 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.

2-Propyl-3-propyl-5-fluoro-1H-indole; A 50 mL three neck flask was charged with palladium acetate (22.4 mg, 0.1 mmol), dtbpf (94 mg, 0.2 mmol), potassium carbonate (690 mg, 5 mmol), 2-bromo-4-fluoroaniline (380 mg, 2 mmol), 4-octyne (264 mg, 2.4 mmol) and NMP (10 ml). The mixture was purged with argon and heated to 130 C. After 1 hr, the reaction mixture was cooled to rt. Ethyl acetate and water were added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic phases were washed with water, brine and dried with MgSO4. Removal of the solvents and purification of the crude by column chromatography afforded the desired product as yellow oil (355 mg, containing 4.3 wt % AcOEt). The corrected yield was 77.6%. 1H NMR (400 MHz): delta=7.68 (s, 1H), 7.16-7.13 (m, 2H), 6.83 (td, 1H, J=9.2 Hz, J=2.4), 2.68 (t, 2H, J=7.6 Hz), 2.61 (t, 2H, J=7.6), 1.72-1.57 (m, 4H), 0.98 (t, 3H, J=7.2 Hz), 0.95 (t, 3H, J=7.2 Hz).

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; Boehringer Ingelheim International GmbH; US2005/209465; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

7745-91-7, Adding a certain compound to certain chemical reactions, such as: 7745-91-7, name is 3-Bromo-4-methylaniline, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7745-91-7.

Step 1 : 3-bromo-4-methylaniline (1.0 equiv), hexane-2,5-dione (1.1 equiv.) and -TsOH (0.05 equiv.) were combined in toluene (0.4 M) and the mixtore heated in Dean- Stark at 150 C. After 35 min, the reaction mixture was cooled to room temperature. The reaction mixture was let to age at room temperature for 60 h and then concentrated in vacuo. The residue was purified by flash chromatography (0-10% EtO Ac/heptane to afford the desired product 1 -(3 -bromo-4-methylphenyl)-2,5 -dimethyl- lH-pyrrole in 92% yield. LCMS (m/?) (M+H) = 265.8, Rt = 1.13 min.

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, 3-Bromo-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; AVERSA, Robert John; BURGER, Matthew T.; DILLON, Michael Patrick; DINEEN JR., Thomas A.; LOU, Yan; NISHIGUCHI, Gisele A; RAMURTHY, Savithri; RICO, Alice C.; RAUNIYAR, Vivek; SENDZIK, Martin; SUBRAMANIAN, Sharadha; SETTI, Lina Quattrocchio; TAFT, Benjamin R.; TANNER, Huw Rowland; WAN, Lifeng; (307 pag.)WO2016/38582; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1003-98-1, 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. 1003-98-1, name is 2-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 5 2-(2-amino-5-fluorophenyl)-3-methyl-2-cyclopenten-1-one 4.46 g (21.44 mmol) of 2-bromo-4-fluoroaniline, 3.30 g (23.582 mmol) of 5-methyl-1-cyclopenten-2-one boronic acid compound, 0.204 g (0.177 mmol) of tetrakis(triphenylphosphine)palladium, and 3.41 g (32.173 mmol) of sodium carbonate were loaded to 250 mL schlenk flask, and then 66 mL of degassing DME and 22 mL of H2O that had been purged with N2 were added thereto using a syringe. The mixture was reacted at 90 C. for 12 hours. The work-up was the same as in Example 3 (3.76 g, 79%). 1H NMR (CDCl3): =6.74(td, J=8.8 Hz, 1H, Ph), 6.45 (d, J=7.6 Hz, 1H, Ph), 3.65 (br s, 2H, NH2), 2.71-2.69 (m, 2H, CH2Cp), 2.54-2.52 (m, 2H, CH2CP), 2.07 (s, 3H, CH3); 13C {1H} NMR (CDCl3): =207.05, 176.05, 155.17(d, J=12.9 Hz, Ph), 152.63 (dd, J=12.9 Hz, Ph), 150.11 (d, J=12.9 Hz, Ph), 137.79, 129.60(d, J=3.1 Hz, Ph), 120.43 (dd, J=12.9 Hz, Ph), 111.97 (dd, 1.8 Hz, 22 Hz, Ph), 103.00 (t, 22 Hz, Ph), 34.66, 32.28, 18.50

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; LG Chem, Ltd.; US7538239; (2009); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

The chemical industry reduces the impact on the environment during synthesis 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, I believe this compound will play a more active role in future production and life. 38573-88-5

Preparation 8; TERT-BUTYL S-^1S-DIFLUOROPHENYL)-S-HYDROXYAZETIDINE-I – CARBOXYLATE; To a solution of 3-bromo-1 ,2-difluorobenzene (2.3 g, 11.8 mmol) in dry diethylether (20 ml) at -78¡ãC, under nitrogen was added n-butyllithium (2.5 M in hexane, 4.7 ml, 11.8 mmol) dropwise. The mixture was stirred for 1 h after which a solution of 1-Boc-3-azetidinone (2.0 g, 11.7 mmol) in dry diethyl ether (20 mL) was added dropwise. The resulting mixture was stirred at -78¡ãC for 15 min and then brought to ambient temperature and stirred for 2 h. Aqueous ammonium chloride (50 mL, 50percent) and diethylether was added, the organic phase was collected and the aqueous phase was extracted with ethyl acetate (2×50 ml). The combined organic phase was dried (Na2SO4), filtered and evaporated to dryness. The crude product was purified by flash column chromatography on silica gel (ethylacetate/isooctane 1 :4 to 1 : 1 ) to give the title compound (1.9 g). MS m/z (rel. intensity, 70 eV) 285 (M+, 1 ), 156 (55), 141 (69), 127 (bp), 57 (88).

The chemical industry reduces the impact on the environment during synthesis 38573-88-5. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NSAB, FILIAL AF NEUROSEARCH SWEDEN AB, SVERIGE; SONESSON, Clas; SWANSON, Lars; PETTERSSON, Fredrik; WO2010/58017; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

39478-78-9, 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. 39478-78-9, name is 5-Bromo-2-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5-Bromo-2-methylphenol; A solution of concentrated sulphuric acid (6 mL) in distilled water (75 mL) was added to 5-bromo-2-methylaniline (1 g, 5.38 mmol). The resultant suspension was heated to 90 C. and stirred for 4.5 h. The reaction mixture was then cooled using an ice bath and a solution of sodium nitrite (384 mg, 5.57 mmol) in water (5 mL) was added to the reaction mixture at 0 C. The reaction was then allowed to warm to ambient temperature. The reaction mixture was then added to a solution of concentrated sulphuric acid (6 mL) in water (75 mL) which had been preheated to 90 C. The reaction mixture was stirred for 1 h at 90 C. and allowed to cool, on standing, overnight. A precipitate was observed in the reaction mixture. The precipitate was collected by filtration, washed with water, and dried in a vacuum oven to afford 5-bromo-2-methylphenol as a brown solid (510 mg, 2.73 mmol, 51%). M.S. (ESI) (m/z) 185, 187[M-H]-

The synthetic route of 39478-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; N.V. Organon; US2007/185156; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary