Category: 112734-22-2

Some common heterocyclic compound, 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, molecular formula is C7H7BrFN, 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. Computed Properties of C7H7BrFN

Into a 500 mL round-bottomed flask were added acetondimethylacetate (6.97 g, 40 mmol), acetic anhydride (7.55 ml, 80 mmol), and trimethylorthformate (4.24 g, 40 mmol). The resulted reaction mixture was stirred and heated at 120 0C for two hours, and then was cooled down to room temperature. After removing all volatile material in-vacuo, the residue was dissolved with THF (100 mL), [(4-bromo-2-fluorophenyl)methyl] amine (8.16 g, 40 mmol) was added slowly. The reaction mixture was stirred at room temperature overnight. Sodium hydride (1.92 g, 80 mmol) was added portionwise. The reaction was stirred at room temperature for 30 minutes. LCMS showed that the reaction was complete. The reaction mixture was concentrated, cooled down to 0 0C, and added ethyl acetate (100 mL) and 30 ml of 10% HCl solution (to adjuste pH of aqueous layer around 2). Two layers were separated, and aqueous layer was extracted with ethyl acetate (75mL x 2). Combined organic layers were dried and concentrated to yield desired product (1.2 g, 8 %), which was used for next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 112734-22-2, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/158315; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 112734-22-2,Some common heterocyclic compound, 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, molecular formula is C7H7BrFN, 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 : N-(4-Bromo-2-fluorobenzyl)-l-phenylmethanesulfonamide To a solution of (4-bromo-2-fluoro-phenyl)methanamine (3 g, 14.7 mmol) in dichloromethane (50 mL) was added N,N-diisopropylethylamine (3.3 mL, 19.1 mmol), followed by phenylmethanesulfonyl chloride (3.3 g, 17.6 mmol) and the reaction was stirred at ambient temperature for 3 hours. The reaction was diluted with dichloromethane and washed with water and brine, dried with MgS04, concentrated and purified by silica gel column chromatography (20-100% EtOAc in heptane) to give N- [(4-bromo-2-fluoro-phenyl)methyl]-l-phenyl-methanesulfonamide (4.22 g, 80% yield). LCMS (m/z) ES+ 358 [M+l]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (4-Bromo-2-fluorophenyl)methanamine, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; FAUBER, Benjamin; RENE, Olivier; WO2013/92941; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 112734-22-2, 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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (4-bromo-2-fluorophenyl) methanamine (2.5 g, 12 mmol) in DCM (50 mL) at 0 C was added di-terf-butyl dicarbonate (4.01 g, 18 mmol) and triethylamine (2.6 mL, 18 mmol). The mixture was allowed to warm to room temperature and stirred for 2h. Water was added (50 mL) and the layers were separated. The organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuum. The crude product was purified by flash silica column chromatography (heptane:ethyl acetate) (1 :0 to 4:1 ) to afford the title compound as a colorless oil. (2.7 g, 71 %).1 H NMR (400 MHz, DMSO-d6) delta ppm 7.21 -7.26 (m, 3 H), 4.90 (br s, H), 4.27-4.33 (m, 2 H), 1 .44 (s, 9 H).

The chemical industry reduces the impact on the environment during synthesis (4-Bromo-2-fluorophenyl)methanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; EVOLVA SA; HEIM, Jutta; SCHNEIDER, Peter; ROUSSEL, Patrick; MILLIGAN, Daniel; WO2012/104305; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 112734-22-2, 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. 112734-22-2 name is (4-Bromo-2-fluorophenyl)methanamine, 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 ethyl 2-(2,2-difluoro-2-(pyridin-2-yl)ethoxy)-4-formylnicotinate (1.19 g) obtained in Reference Example 192 and (4-bromo-2-fluorophenyl)methanamine (0.76 g) in methanol (20 mL) was added magnesium sulfate (0.85 g) at room temperature, and the mixture was stirred under a nitrogen atmosphere at room temperature for 1 hr. The insoluble material was filtered off, to the filtrate were added acetic acid (2 mL) solution and sodium triacetoxyhydroborate (1.13 g) at room temperature, and the mixture was stirred under a nitrogen atmosphere at room temperature overnight. The reaction mixture was concentrated, the residue was diluted with saturated aqueous sodium hydrogen carbonate solution and ethyl acetate, and the organic layer was separated, washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel chromatography (hexane-ethyl acetate), and the obtained solid was washed with diisopropyl ether to give the title compound (0.42 g). MS: [M+H]+ 478.0

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (4-Bromo-2-fluorophenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SUGIMOTO, Takahiro; NAKAMURA, Minoru; SAKAMOTO, Hiroki; SUZUKI, Shinkichi; YAMADA, Masami; KAMATA, Makoto; KOJIMA, Takuto; FUJIMORI, Ikuo; SHIMOKAWA, Kenichiro; EP2921480; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, molecular formula is C7H7BrFN, 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. Recommanded Product: (4-Bromo-2-fluorophenyl)methanamine

To a solution of (E)-3-(4-(trifluoromethyl)phenyl)acrylic acid (67) (500 mg, 2.31 mmol) (4-bromo-2-fluorophenyl)methanamine (66) (519 mg, 2.54 mmol) in DMF (5 ml) was added HATU (924 mg, 2.43 mmol) and DIEA (0.81 ml, 4.63 mmol) at 0 C. under nitrogen. After being stirred overnight at room temperature, the reaction mixture was quenched with 10% citric acid and diluted with ethyl acetate. The resulting organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude product was chromatographed on silica gel eluting with a gradient of hexane/ethyl acetate (20-40%) to afford 460 mg of the desired product (68) in 91% yield as a white solid. 1H-NMR (DMSO-d6) delta: 8.74 (1H, t, J=5.05 Hz), 7.79 (4H, s), 7.56-7.52 (2H, m), 7.42 (1H, d, J=8.34 Hz), 7.33 (1H, d, J=8.34 Hz), 6.81 (1H, d, J=15.66 Hz), 4.41 (2H, d, J=5.05 Hz). LC/MS (M+1): 404.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 112734-22-2, its application will become more common.

Reference:
Patent; SHIONOGI & CO., LTD.; Kurose, Noriyuki; Iso, Yasuyoshi; Yamaguchi, Naoko; Shao, Bin; Tafesse, Laykea; Zhou, Xiaoming; Yu, Jianming; US9156830; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 112734-22-2, 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. 112734-22-2 name is (4-Bromo-2-fluorophenyl)methanamine, 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.

3.2.1. Preparation of N-(4-bromo-2-fluorobenzyl)-4-(tert-butyl)benzamide (935-2) To a stirred solution of (4-bromo-2-fluorophenyl)methanamine (1.02 g, 5 mmol) and 4-(tert-butyl)benzoic acid (980 mg, 5.5 mmol) in DCM (10 mL) were added DIPEA (2.8 mL, 15 mmol) and (2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate) (HBTU) (2.84 g, 7.5 mmol). After being stirred at room temperature overnight, the reaction mixture was cooled down to room temperature and quenched with saturated NaHCO3. The layers were separated and the organic layer was washed with brine, dried over Na2SO4. Solvent was removed and the residue was purified by flash chromatography (silica gel, 0?20 ethyl acetate in petroleum ether) to provide N-(4-bromo-2-fluorobenzyl)-4-(tert-butyl)benzamide (935-2) (1.6 g, 88%) as a yellow oil. LC-MS (ESI): m/z (M/M+2) 364.43/366.44.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (4-Bromo-2-fluorophenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; Pharmacyclics LLC; Atallah, Gordana B.; Chen, Wei; Khrakovsky, Dimitry; Wang, Longcheng; Jia, Zhaozhong Jon; DeAnda, JR., Felix; (312 pag.)US2018/194762; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, 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. Application In Synthesis of (4-Bromo-2-fluorophenyl)methanamine

Step 1 : To a stirred solution of (4-bromo-2-fluorophenyl)methanamine (5.834 g, 28.592 mmol) in pyridine were added methanesulfonyl chloride (4.2 ml_, 54.325 mmol) at 0 C. The reaction mixture was stirred for 1 h, then diluted with dichloromethane. The mixture was washed with water. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography. N-(4-bromo-2- fluorobenzyl)methanesulfonamide (7.597 g) was obtained as 93 % yield.

The synthetic route of (4-Bromo-2-fluorophenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; WO2013/45452; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 112734-22-2, 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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1 : (4-Bromo-2-fluorophenyl)methanamine (924 mg, 4.53 mmol) was dissolved in pyridine and ethane sulfonyl chloride (0.82 mL, 8.60 mmol) was added to the solution at 0 C. The mixture was stirred for 1 h at 0 C. Then, the mixture was quenched with 1 N HCI and extracted with ethyl acetate. Drying over magnesium sulfate and evaporation of the ethyl acetate and purified by column chromatography gave N-(4-bromo-2-fluorobenzyl)- ethanesulfonamide in pure form (1 .06 g, 79 %).

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-2-fluorophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; WO2013/45447; (2013); 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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H7BrFN

Step 1 : (4-Bromo-2-fluorophenyl)methanamine (924 mg, 4.53 mmol) was dissolved in pyridine and ethane sulfonyl chloride (0.82 mL, 8.60 mmol) was added to the solution at 0 C. The mixture was stirred for 1 h at 0 C. Then, the mixture was quenched with 1 N HCI and extracted with ethyl acetate. Drying over magnesium sulfate and evaporation of the ethyl acetate and purified by column chromatography gave N-(4-bromo-2-fluorobenzyl)ethane- sulfonamide in pure form (1 .06 g, 79 %).

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 112734-22-2.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; WO2013/45452; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary