Category: 90390-33-3

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. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine, A new synthetic method of this compound is introduced below., Formula: C7H7ClFN

A solution of ethyl 2-oxopyrrolidine-3-carboxylate (180.00 g, 929.61 mmol) and (3-chloro-5-fluoro-phenyl) methanamine (148.36 g, 929.61 mmol) in xylene (4.00 L) is heated to 130 for 16 hours. The reaction mixture is cooled to 10 and a solid precipitates after 30 minutes. The suspension is filtered and the filter cake is washed with xylene (3×500 mL) , petroleum ether (2×500 mL) and dried in vacuum to give the title product (81 g) . The filtrates are concentrated under reduced pressure and the residue in xylene (3 L) is heated to 130 for 40 hours. The reaction mixture is cooled to 10 and solid precipitates after 30 minutes. The suspension is filtered and the filter cake is washed with xylene (2×500 mL) , petroleum ether (2×500 mL) , and dried in vacuum to give the title product (81.38 g) . The combined product (164.38 g, 607.26 mmol, 65.32) is obtained as a white solid. ES/MS m/z 270.9 (M+H) .

The synthetic route of 90390-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD.; HO, Koc Kan; QUAN, Weiguo; ZHOU, Jingye; (38 pag.)WO2017/5069; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

90390-33-3, name is 3-Chloro-5-fluorobenzylamine, belongs to chlorides-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. Application In Synthesis of 3-Chloro-5-fluorobenzylamine

159 mg of 3-chloro-5-fluorobenzylamine (1 mmol) was weighed into a dry 50 mL eggplant-shaped reaction flask, and 15 mL of dichloromethane was added.Stir until the substrate was completely dissolved. After adding 200 muL of triethylamine, a solution of 168 mg of chlorobutyryl chloride (1.2 mmol in a suitable amount of dry dichloromethane) was slowly added dropwise in an ice bath at 0 to 5 C.After the completion of the dropwise addition, the TLC tracking and monitoring were carried out at room temperature, and when the raw materials disappeared, 20 mL of saturated sodium hydrogencarbonate was sequentially used.The water and the saturated aqueous NaCl solution were each washed three times and dried over anhydrous sodium sulfate.The mixture was separated by silica gel column chromatography under reduced pressure to give 4-chloro-N-(3-chloro-5-fluorobenzyl)butanamide.

The synthetic route of 90390-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Shidande Biological Co., Ltd.; Shanghai Shidande Criterion Technology Services Co., Ltd.; Qian Yong; Xin Zhenqiang; Shu Yaping; Zhang Tianyong; Xie Tianpei; (11 pag.)CN108503559; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 90390-33-3, 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. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows.

Triethylamine (0.74 ml) and propanephosphoric anhydride (T3P; 1.02 g) are added at 0 C. to a solution of 2-oxo-1-phenylazepane-3-carboxylic acid (250 mg) and 3-chloro-5-fluorobenzylamine (205 mg) in dichloromethane (15 ml). When the reaction has been brought to completion at RT, the mixture is diluted with further dichloromethane and washed with 10% sodium bicarbonate solution and saturated NaCl solution. The organic phase is treated in the usual manner, and the residue is purified, giving the product as colourless solid in a yield of 87% (350 mg); 10430] LCMS: mass found (M+1,375.2)10431] MethodA: 0.1%ofTFAinH2O, B: 0.1%ofTFAin ACN: flow-2.0 ml/min.10432] Column: X Bridge C8 (50×4.6 mm, 3.5 tm)+ve mode10433] Rt (mm): 4.57 area % 98.66 (max), 97.22 (220 nm) 10434] HPLC:10435] MethodA: 0.1% of TFA in H20, B: 0.1% of TFA inACN, flow rate: 2.0 ml/min10436] Column: XBridge C8 (50×4.6) mm, 3.5 tm10437] Rt (mm): 4.63 area % 97.55 (max), 97.87 (220 nm);10438] ?H NMR (400 MHz, DMSO-d5): oe [ppm]8.37-8.36(m, 1H), 7.40-7.36 (m, 2H), 7.27-7.20 (m, 6H), 4.44-4.38 (m,1H), 4.25-4.20 (m, 1H), 3.92-3.83 (m, 2H), 3.60-3.59 (m,1H), 2.03-2.01 (m, 1H), 1.98-1.95 (m, 1H), 1.78-1.63 (m,4H).

The chemical industry reduces the impact on the environment during synthesis 3-Chloro-5-fluorobenzylamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GmbH; Heinrich, Timo; Zenke, Frank; Krier, Mireille; Friese-Hamim, Manja; Seenisamy, Jeyaprakashnarayanan; US2015/31670; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H7ClFN

3-Chloro-5-fluorobenzylamine (97 mg, 0.61 mmol) and Et3N (0.24 ml, 1.8 mmol) followed by T3P (0.6 ml, 1.8 mmol) are added at 0 C. to a solution of 3-azido-2-oxo-1-phenylpyrrolidine-3-carboxylic acid (150 mg, 0.61 mmol) in 5 ml of dichloromethane. The reaction mixture is stirred at room temperature under nitrogen for 4 hours. When the reaction is complete, water is added, and the mixture is extracted to exhaustion with dichloromethane. The combined organic phases are subsequently washed with water and saturated sodium chloride solution and dried over sodium sulfate. After filtration and evaporation, the residue is purified by chromatography on silica gel, giving the product as colourless solid (150 mg, 63% yield); Thin-layer chromatogram: chloroform/methanol=9.5:0.5), Rf: 0.3 LC/MS: 388.1 (M+H at 1. 388 min); HPLC: Rt 5.12 min (HPLC purity 95.15%, 95.46%); 1H NMR (DMSO-d6, 400 MHz): delta [ppm] 9.13 (t, J=6.08 Hz, 1H), 7.70-7.68 (m, 2H), 7.43 (t, J=8.64 Hz, 2H), 7.32-7.29 (m, 1H), 7.24-7.20 (m, 2H), 7.09 (d, J=9.80 Hz, 1H), 4.42-4.34 (m, 2H), 3.95-3.89 (m, 2H), 2.61-2.58 (m, 1H), 2.28-2.22 (m, 1H).

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 90390-33-3.

Reference:
Patent; Merck Patent GmbH; Heinrich, Timo; Zenke, Frank; Calderini, Michel; Musil, Djordje; US2013/296274; (2013); A1;,
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. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H7ClFN

A solution of compound ethyl 2-oxopyrrolidine-3-carboxylate (180.00 g, 929.61 mmol) and (3-chloro-5-fluorophenyl) methanamine (148.36 g, 929.61 mmol) in xylene (4.00 L) is heated to 130 C for 16 hours. LCMS showed the starting material is still present. The reaction mixture is cooled to 10 C and a solid precipitates out after 30 minutes. The suspension is filtered and the filter cake is washed with xylene (3 x500 mL), petroleum ether (2×500 mL), and dried under vacuum to give the desired product (81 g). The filtrates are concentrated under reduced pressure and the residue in xylene (3 L) is heated to 130 C for 40 hours. The reaction mixture is cooled to 10 C and the solid precipitates out after 30 minutes. The suspension is filtered and the filter cake is washed with xylene (2×500 mL), petroleum ether (2×500 mL) and dried in vacuum to give the title product (81.38 g) which is combined with the first lot to give a title product (164.38 g, 607.26 mmol, 65.32% yield) as a white solid. ES/MS m/z 270.9 (M+l).

The synthetic route of 90390-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD; HO, Koc Kan; QUAN, Weiguo; ZHOU, Jingye; (51 pag.)WO2018/102256; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 90390-33-3,Some common heterocyclic compound, 90390-33-3, name is 3-Chloro-5-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.

A solution of 3-hydroxy-2-oxo-1-phenylpiperidine-3-carboxylic acid (80 mg) and 3-chloro-5-fluorobenzylamine (65 mg) in dichloromethane (15 ml) is stirred with triethylamine (0.14 ml) and propanephosphoric anhydride (T3P; 0.33 g) firstly at 0 C., then at RT for 1 h under nitrogen. When the reaction is complete, the mixture is diluted with dichloromethane and washed with 10% sodium bicarbonate solution and saturated NaCl solution. Filtration, evaporation and chromatography gives the product as colourless solid with a yield of 12% (15 mg); 10307] LCMS: mass found (M+1,377.0)10308] Method: A-0. 1% ofTFA in H20, B-O. 1% of TFA in ACN: flow-2.0 ml/min.10309] Column: X Bridge C8 (50×4.6 mm.3.5p)+ve mode10310] Rt (mm): 4.03 area % 92.24 (max), 91.79 (220 nm)10311] HPLC:10312] Method: A: 0.1% of TFA in H20, B: 0.1% ofTFA in ACN, flow rate:2.0 ml/min10313] COLUMN: XBridge C8 (50×4.6) mm, 3.5 tm10314] Rt (mm): 4.01 area % 94.30 (max), 94.44 (220 nm);

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-5-fluorobenzylamine, its application will become more common.

Reference:
Patent; MERCK PATENT GmbH; Heinrich, Timo; Zenke, Frank; Krier, Mireille; Friese-Hamim, Manja; Seenisamy, Jeyaprakashnarayanan; US2015/31670; (2015); A1;,
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. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine, A new synthetic method of this compound is introduced below., Recommanded Product: 90390-33-3

159 mg of 3-chloro-5-fluorobenzylamine (1 mmol) was weighed into a dry 50 mL eggplant-shaped reaction flask, and 15 mL of dichloromethane was added.The mixture was stirred until the substrate was completely dissolved. After adding 200 muL of triethylamine, a solution of 194 mg of octanoyl chloride (1.2 mmol in a suitable amount of dry dichloromethane) was slowly added dropwise under an ice bath at 0 to 5 C.After the completion of the dropwise addition, the TLC tracking and monitoring were carried out at room temperature, and when the raw materials disappeared, 20 mL of saturated sodium hydrogencarbonate was sequentially used.The water and the saturated aqueous NaCl solution were each washed three times and dried over anhydrous sodium sulfate.After vacuum distillation under reduced pressure, silica gel column chromatography was used to give N-(3-chloro-5-fluorobenzyl)octanamide.

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; Shanghai Shidande Biological Co., Ltd.; Shanghai Shidande Criterion Technology Services Co., Ltd.; Qian Yong; Xin Zhenqiang; Shu Yaping; Zhang Tianyong; Xie Tianpei; (11 pag.)CN108503559; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 90390-33-3, 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. 90390-33-3 name is 3-Chloro-5-fluorobenzylamine, 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.

Weigh 159 mg of 3-chloro-5-fluorobenzylamine (1 mmol) in a dry 50 mL eggplant-shaped reaction flask, add 15 mL of dichloromethane, and stir until the substrate is completely dissolved.After adding 200 muL of triethylamine, 192 mg of (E) oct-6-enoyl chloride (1.2 mmol) dissolved in an appropriate amount of dry dichloromethane) was slowly added dropwise under an ice bath at 0 to 5 C.After the completion of the dropwise addition, the TLC tracking and monitoring were carried out at room temperature, and when the raw materials disappeared, 20 mL of saturated sodium hydrogencarbonate was sequentially used.The water and the saturated aqueous NaCl solution were each washed three times and dried over anhydrous sodium sulfate.The mixture was separated by silica gel column chromatography under reduced pressure to give (E)-N-(3-chloro-5-fluorobenzyl)oct-6-enamide.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-5-fluorobenzylamine, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Shidande Biological Co., Ltd.; Shanghai Shidande Criterion Technology Services Co., Ltd.; Qian Yong; Xin Zhenqiang; Shu Yaping; Zhang Tianyong; Xie Tianpei; (11 pag.)CN108503559; (2018); A;,
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. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine, A new synthetic method of this compound is introduced below., Computed Properties of C7H7ClFN

The compound of intermediate 2 (122 mg, 535 mumomicronIota) was provided in DMF (1.5 mL). N,N-diisopropylethylamine (280 mu, 1.6 mmol), propane phosphonic acid anhydride (T3P, 470 mu, 50% in DMF, 800 mumomicronIota) and 1-(3-chloro-5-fluorophenyl)methanamine (128 mg, 802 mumomicronIota) were added, and the mixture was stirred at room temperature for 4 days. After concentration, the remaining material was triturated with ethanol and water and the mixture was stirred for 15 minutes. The precipitate was collected by filtration, and was dried under reduced pressure. 156 mg (76% of theory) of the title compound were obtained. LC-MS (method 2): Rt = 1.12 min; MS (ESIpos): m/z = 370 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) delta [ppm]: 2.323 (0.77), 2.327 (1.12), 2.332 (0.77), 2.523 (2.87), 2.665 (0.83), 2.669 (1.10), 2.674 (0.79), 2.729 (1.58), 2.889 (2.01), 4.481 (9.75), 4.496 (9.57), 7.167 (2.39), 7.174 (3.41), 7.177 (2.74), 7.191 (2.58), 7.195 (3.49), 7.198 (3.56), 7.201 (3.44), 7.205 (1.69), 7.219 (5.21), 7.224 (8.57), 7.233 (8.41), 7.242 (9.14), 7.247 (5.78), 7.260 (2.05), 7.272 (4.61), 7.277 (8.15), 7.280 (5.04), 7.313 (2.86), 7.318 (4.09), 7.324 (2.31), 7.335 (2.91), 7.341 (4.03), 7.346 (2.29), 7.457 (0.65), 7.466 (4.06), 7.470 (3.35), 7.476 (2.58), 7.483 (3.11), 7.489 (3.27), 7.500 (0.48), 7.597 (0.57), 7.607 (3.75), 7.613 (3.15), 7.620 (2.44), 7.626 (2.94), 7.630 (3.32), 7.638 (0.53), 7.823 (0.57), 8.306 (16.00), 8.986 (2.34), 9.001 (4.83), 9.015 (2.25), 9.138 (15.50), 13.287 (5.95).

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; BAYER PHARMA AKTIENGESELLSCHAFT; THEDE, Kai; ZORN, Ludwig; STEIGEMANN, Patrick; GRUeNEWALD, Sylvia; ALGIRE, Carolyn; NEUHAUS, Roland; CHRISTIAN, Sven; GUeNTHER, Judith; KOPPITZ, Marcus; SCHWEDE, Wolfgang; (78 pag.)WO2016/202756; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 90390-33-3,Some common heterocyclic compound, 90390-33-3, name is 3-Chloro-5-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.

3.2 1 -l3enzyl-3-hydroxypyrrolidine-3-carboxylic acid (100mg) and 3-chloro-5-fluorobenzylamine (79 mg) are dissolved in one millilitre of dried DM50 and cooled to 0C. o-(7-Azabenzotrial-l -yl)-N,N,N?,N?-tetramethyluroniumhexafluorophosphate (206 mg) and 4-methylmorpholine (0.124 ml) are then added. The batch is stirred at 25 C. for 2 hours and then immediately purified by chromatography, giving N-(3-chloro-5-fluorobenzyl)-l -benzyl-3-hydroxypyrro- lidine-3-carboxamide (37 mg) as colourless amorphous solid.

The synthetic route of 90390-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GmbH; Heinrich, Timo; Zenke, Frank; Krier, Mireille; Friese-Hamim, Manja; Seenisamy, Jeyaprakashnarayanan; US2015/31670; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics