Category: 15205-15-9

The chemical industry reduces the impact on the environment during synthesis 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, I believe this compound will play a more active role in future production and life. 15205-15-9

Step 1: (S) -tert-Butyl (1- (4- ( (2-chloro-6-fluorobenzyl) carbamoyl) -2- (3, 4-dimethoxyphenyl) oxazol-5-yl) ethyl) carbamate[0569]To 15 mL of dichloromethane were added (S) -5- (1- ( (tert-butoxycarbonyl) amino) ethyl) -2- (3, 4-dimethoxyphenyl) oxazole-4-carboxylic acid (0.3 g, 0.764 mmol) , 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (219.65 mg, 1.15 mmol) and 1-hydroxy-7-azabenzotriazole (156.4 mg, 1.15 mmol) . The mixture was stirred at 0 for 30 minutes. To the mixture were added dropwise (2-chloro-6-fluorophenyl) methanamine (0.12 mL, 0.92 mmol) and N, N-diisopropylethylamine (0.4 mL, 2.3 mmol) , and the mixture was stirred at rt for 12 hours. The reaction mixture was washed with water (20 mL × 3) . The organic layer was dried over anhydrous sodium sulfate. The organic solvent was removed and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 6/1) to give the title compound as a white solid (188 mg, 46) .

The chemical industry reduces the impact on the environment during synthesis 15205-15-9. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; YU, Tianzhu; ZHANG, Yingjun; ZHANG, Xiangyu; ZHANG, Shiguo; CHENG, Changchung; ZHANG, Jiancun; WO2015/161830; (2015); A1;,
Chloride – Wikipedia,
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Adding some certain compound to certain chemical reactions, such as: 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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 15205-15-9. 15205-15-9

Step 7: (S) -tert-Butyl (1- (4- ( (2-chloro-6-fluorobenzyl) carbamoyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) oxazol-5-yl) ethyl) carbamate[0525]To 10 mL of dichloromethane were added (S) -5- (1- ( (tert-butoxycarbonyl) amino) ethyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) oxazole-4-carboxylic acid (0.3 g, 0.64 mmol) , 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (183.36 mg, 0.96 mmol) and 1-hydroxy-7-azabenzotriazole (130.56 mg, 0.96 mmol) . To the resulting solution were added (2-chloro-6-fluorophenyl) methanamine (0.1 mL, 0.77 mmol) and N, N-diisopropylethylamine (0.33 mL, 1.92 mmol) , and the mixture was stirred at rt for 22 hours. The reaction mixture was washed with water (20 mL × 3) . The organic layer was dried over anhydrous sodium sulfate. The organic solvent was removed and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 5/1) to give the title compound as a white solid (264 mg, 67) .[0526]1H NMR (400 MHz, CDCl3) : delta ppm 7.59 (dd, J1 8.3 Hz, J2 1.9 Hz, 1H) , 7.54 (d, J 1.8 Hz, 1H) , 7.47 -7.45 (m, 1H) , 7.27 (d, J 4.6 Hz, 1H) , 7.24 (d, J 8.4 Hz, 1H) , 7.10 -7.06 (m, 1H) , 6.71 (t, JF-H 75.0 Hz, 1H) , 5.32 -5.25 (m, 1H) , 4.87 -4.84 (m, 2H) , 3.98 (d, J 6.9 Hz, 2H) , 1.56 (d, J 7.0 Hz, 3H) , 1.45 -1.43 (m, 9H) , 1.38 -1.34 (m, 1H) , 0.73 -0.68 (m, 2H) , 0.44 -0.40 (m, 2H) .

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 2-Chloro-6-fluorobenzylamine.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; YU, Tianzhu; ZHANG, Yingjun; ZHANG, Xiangyu; ZHANG, Shiguo; CHENG, Changchung; ZHANG, Jiancun; WO2015/161830; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 15205-15-9, These common heterocyclic compound, 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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.

General procedure: A mixture of 0.55mmol of 8-bromo-7-(2-bromoethyl)theophylline 7a or 8-bromo-7-(3-chloropropyl)theophylline 7b or 8-bromo-7-(4-bromobutyl)theophylline 7c, 1.1mmol of appropriate aromatic amine, 1,6 mmol of TEBA and 1.00ml of propanol was heated in closed vessels in microwave oven (300 Watt, Power Max Off, 160C, 10bar) for 1h. The solvent was removed and the residue was treated with ethanol. The products were purified by crystallization from ethanol or flash column chromatography over silica gel with CH2Cl2 : MeOH (100 : 0 to 80 : 20). The precipitate was filtered off and dried.

The synthetic route of 15205-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Za?uski, Micha?; Schabikowski, Jakub; Schlenk, Miriam; Olejarz-Maciej, Agnieszka; Kubas, Bart?omiej; Karcz, Tadeusz; Kuder, Kamil; Latacz, Gniewomir; Zygmunt, Ma?gorzata; Synak, David; Hinz, Sonja; Mueller, Christa E.; Kie?-Kononowicz, Katarzyna; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1195 – 1210;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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. Safety of 2-Chloro-6-fluorobenzylamine

General procedure: The pyrrole-3-carbaldehyde 3a-d (0.5 mmol) and a series of primary amines (0.6 mmol) were dissolved in dichloromethane (8 mL), and the resulting mixture was stirred for 30 min. The reaction was cooled at 0 C, and then NaBH(AcO)3 (1.25 mmol) and AcOH (0.5 mmol) were carefully added. The resulting mixture was stirred at room temperature for 16 h. The reaction was quenched with NaOH (1.0 M, 20 mL) and the product was extracted with ethyl acetate (3×25 mL). The organic extract was dried over anhydrous Na2SO4, filtered and evaporated in vacuo. The crude product was purified on the silica gel to afford 4a-b, 5a-c, 6a-r as yellow oil. Samples were dissolved in dichloromethane, and hydrogen chloride in diethyl ether solution (2.0M, 0.5mL) was added dropwise. The solvent was removed under reduced pressure to obtain pure solids as nuclear magnetic samples.

The synthetic route of 2-Chloro-6-fluorobenzylamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Ting; Tang, Yunxiang; Yang, Yang; An, Qi; Sang, Zitai; Yang, Tao; Liu, Pingxian; Zhang, Tianyu; Deng, Yong; Luo, Youfu; Bioorganic and Medicinal Chemistry Letters; vol. 28; 11; (2018); p. 2084 – 2090;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, A new synthetic method of this compound is introduced below., COA of Formula: C7H7ClFN

General procedure: 2-Amino-5-bromonicotinic acid (250 mg, 1.15 mmol) was dissolved in 4 ml of DMF. The solution was cooled in an ice bath. Then to the solution were successively added HATU (460 mg, 1.21 mmol), DIPEA (210.68 mul, 1.21 mmol), (2,3-difluorophenyl)methanamine (173 mg, 1.21 mmol). The resulting solution was stirred at room temperature for 2 h and then the saturated sodium bicarbonate solution was added. The mixture was extracted with ethyl acetate (EA). The combined organic layers were dried over anhydrous Na2SO4 and concentrated under vacuum. The crude product was used in the next step without purification.

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:
Article; Zhang, Dengyou; Ai, Jing; Liang, Zhongjie; Li, Chunpu; Peng, Xia; Ji, Yinchun; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong; Bioorganic and Medicinal Chemistry; vol. 20; 17; (2012); p. 5169 – 5180;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 15205-15-9, These common heterocyclic compound, 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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 : Preparation of 4-[(2-chloro-6-fluorobenzyl)amino]-N-(3,4- dimethoxyphenyl)pyridine-3-sulfonamide A solution of 4-Chloro-N-(3,4-dimethoxyphenyl)pyridine-3-sulfonamide (IntDI) (0.5 g, 1.50 mmol), 2-chloro-6-fluoro-benzylamine (0.26 g, 1.67 mmol) and K2C03 (0.41 g, 3.0 mmol) in DMF (10 mL) was heated at 130C for 4 h. The mixture was added to saturated aqueous NaHC03 (50 mL), extracted with EtOAc (3 x 25mL) and the combined organic phases dried over Na2S04 and concentrated in vacuo. Purification by gradient column chromatography eluting with 0-45% EtOAc in hexane yielded the title compound (40 mg, 0.09 mmol). LCMS (Method B): (ESI +ve) 451.8. [M+H]+.

The synthetic route of 15205-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HEPTARES THERAPEUTICS LIMITED; CONGREVE, Miles Stuart; CHRISTOPHER, John Andrew; TEHAN, Benjamin Gerald; KLAIR, Sukhbinder Singh; AVES, Sarah Joanne; WO2014/6402; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 15205-15-9 as follows. Computed Properties of C7H7ClFN

The above intermediate (0.14 mmol, 35 mg) was dissolved in dimethyl sulfoxide (DMSO), to which were added HOBt (0.35 mmol, 49.43 mg), EDCl ¡¤ HCl (0.35 mmol, 68.42 mg), DIEA (0.56 mmol, 73.79 mg). After stirring at room temperature for 15 minutes, (0.14 mmol, 22.82 mg) (CAS: 68220-26-8, Bide, Shanghai) was added. The reaction was carried out at room temperature for 5 hours. The reaction system was extracted with water/ethyl acetate (3 x 15 mL), then the organic phase was washed with saturated sodium chloride solution, dried with anhydrous sodium sulfate, concentrated, purified by reverse phase preparative HPLC (using 0.35% trifluoroacetic acid-containing aqueous solution and methanol as mobile phase), and vacuum concentrated to obtain compound I-a-1 (12.1 mg, 22%).

According to the analysis of related databases, 15205-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xiamen University; DENG, Xianming; WANG, Hongrui; ZENG, Taoling; ZHANG, Ting; JIANG, Tingting; (181 pag.)EP3626718; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 15205-15-9 as follows. Computed Properties of C7H7ClFN

Compound 13 was prepared according to the procedure outlined in Scheme 2. The ester was reduced with sodium borohydride (step (a)) and the product alcohol was converted to the corresponding aldehyde utilizing Dess- Martin reagent (step (b)). The aldehyde was condensed with 2-chloro-6- fluorobenzylamine in the presence of anhydrous magnesium sulfate to give an imine, which was subsequently reduced with sodium triacetoxyborohydride to give the secondary amine 13 (step (c)). The imide derivative 16 was also prepared starting with a carboxylic acid which was first converted to the corresponding acid chloride (step (d)). This material was then allowed to react with the anion of 2-chloro-6-fluorobenzamide generated with sodium hydride to give imide 16 in 34% yield (step (e)).

According to the analysis of related databases, 15205-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; TRUSTEES OF BOSTON UNIVERSITY; WO2009/23272; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, molecular formula is C7H7ClFN, 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. Formula: C7H7ClFN

General procedure: To an oven-dried screw-capped reaction tube equipped with a magnetic stirring bar theketone (1 eq), amine (2.8 eq), 4-nitrophenyl azide (2 eq), acetic acid (10 mol%) and 4 Amolecular sieves (50 mg) were added. The reaction mixture was dissolved in toluene(0.3M) and stirred at 100 C for 18 hours. The crude reaction mixture was then directlypurified by column chromatography (silica gel) at first with dichloromethane (DCM) aseluent to remove all 4-nitroaniline formed during the reaction followed by using a mixtureof heptane and ethyl acetate as eluent to afford the corresponding 1,2,3-triazoles asyellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 15205-15-9, its application will become more common.

Reference:
Article; Karypidou, Konstantina; Ribone, Sergio R.; Quevedo, Mario A.; Persoons, Leentje; Pannecouque, Christophe; Helsen, Christine; Claessens, Frank; Dehaen, Wim; Bioorganic and Medicinal Chemistry Letters; vol. 28; 21; (2018); p. 3472 – 3476;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 15205-15-9, name is 2-Chloro-6-fluorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-Chloro-6-fluorobenzylamine

(0.14 mmol, 31.9 mg) was dissolved in 1 mL of dimethyl sulfoxide (DMSO), to which were added HOBt (0.35 mmol, 49.43 mg), EDCI ¡¤ HCl (0.35 mmol, 68.42 mg), DIEA (0.56 mmol, 73.79 mg). After stirring at room temperature for 15 minutes, (0.14 mmol, 22.82 mg) was added. The reaction was carried out at room temperature for 5 hours. The reaction system was extracted with water/ethyl acetate (3 x 15 mL), then the organic phase was washed with saturated sodium chloride solution, dried with anhydrous sodium sulfate, concentrated, purified by reverse phase preparative HPLC (using 0.35% trifluoroacetic acid-containing aqueous solution and methanol as mobile phase), and vacuum concentrated to obtain compound III-f-1 (15.3 mg, 29.6%).

The synthetic route of 15205-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xiamen University; DENG, Xianming; WANG, Hongrui; ZENG, Taoling; ZHANG, Ting; JIANG, Tingting; (181 pag.)EP3626718; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics