Category: 15205-11-5

Some common heterocyclic compound, 15205-11-5, name is 2-Chloro-4-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. HPLC of Formula: C7H7ClFN

To a solution of 3,4-diflorobenzoyl chloride (45 mL, 358 mmol) in acetonitrile (1.43 L) was added solid potassium thiocyanate (KNCS) (38.2 g, 393 mmol). The suspension was stirred to 0 C for 10 min and then the cooling bath was removed. The suspension was stirred at room temperature for an additional 20 min. A solution of 2-chloro-4-fluorobenzylamine (57.1 g, 358 mmol) in acetonitrile (150 mL) was added over 5 minutes. The resulting suspension was stirred at room temperature for 3 hours. The reaction mixture was diluted with water (1.4 L) and stirred for 1 hour. The suspension was filtered, rinsed with water (150 mL) and dried in vacuo at 60 C to afford N-((2-chloro-4-fluorobenzyl)carbamothioyl)-3,4- difluorobenzamide as a yellow solid (98.3 g, 77% yield). 1HNMR (400 MHz, DMSO-d6) delta 11.56 (bs, IH), 11.12 (t, IH, J=5.7Hz), 8.00 (m, IH), 7.79 (m, IH), 7.54 (m, IH), 7.44 (m, 2H), 7.19 (m, IH), 4.85 (d, 2H, J= 5.7 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 15205-11-5, its application will become more common.

Reference:
Patent; LYCERA CORPORATION; GLICK, Gary D.; HURD, Alexander R.; TAYLOR, Clarke B.; VANHUIS, Chad A.; WO2012/78874; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 15205-11-5, These common heterocyclic compound, 15205-11-5, name is 2-Chloro-4-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.

Example 120; 2-(3-butyl-5-methyl-1 -phenyl-1 H-pyrazol-4-yl)-lambda/-[(2-chloro-4- fluorophenyl)methyl]acetamide (E120)(3-Butyl-5-methyl-1 -phenyl-1 H-pyrazol-4-yl)acetic acid (0.100 g, 0.36 mmol, prepared as described below) was dissolved in dimethylformamide (5 ml) and treated with water soluble carbodiimide (0.138 g, 0.72 mmol), 1-hydroxybenzotriazole (0.099 g, 0.72 mmol), diisopropylethylamine (0.26 ml, 1.45 mmol), and [(2-chloro-4- fluorophenyl)methyl]amine (0.1 17 g, 0.72 mmol) and the mixture was stirred at room temperature for -48 hrs. The mixture was diluted with 2M aqueous hydrogen chloride and extracted with ethyl acetate. The combined organic layers were then washed with saturated aqueous sodium hydrogen carbonate, dried over anhydrous sodium sulphate, and evaporated to give the crude product. This was purified by mass-directed automated HPLC to give the title compound as product (0.087 g) after concentration of the combined product fractions and trituration with diethyl ether. LC/MS [M+H]+ = 414, retention time = 3.21 minutes.

Statistics shows that 2-Chloro-4-fluorobenzylamine is playing an increasingly important role. we look forward to future research findings about 15205-11-5.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/138876; (2008); 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. 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, A new synthetic method of this compound is introduced below., COA of Formula: C7H7ClFN

Example 9 N-[(2-chloro-4-fluorophenyl)methyl]-5-oxo-1-phenyl-prolinamide (E9) 5-oxo-1-phenyl-proline (0.047 g, 0.23 mmol, prepared as described below) was dissolved in dichloromethane (~2 ml) and dimethylformamide (1 ml) and to this was added 1-hydroxybenzotriazole (0.034 g, 0.25 mmol), [(2-chloro-4-fluorophenyl)methyl]amine (0.040 g, 0.25 mmol), N-ethyl morpholine (0.032 ml, 0.25 mmol) and N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (0.048 g, 0.25 mmol). The mixture was stirred at room temperature for 4.5 hrs. The mixture was diluted with more dichloromethane and washed sequentially with 2M aqueous hydrogen chloride and saturated aqueous sodium hydrogen carbonate. The organic layer was filtered through a phase separator and then evaporated to give the crude product. The crude material was purified by mass-directed automated HPLC to give pure N-[(2-chloro-4-fluorophenyl)methyl]-5-oxo-1-phenyl-prolinamide (0.032 g) as a white solid. LC/MS [M+H]+=347.1, retention time=2.51 minutes.

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; GLAXO GROUP LIMITED; US2008/9541; (2008); 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. 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, A new synthetic method of this compound is introduced below., Quality Control of 2-Chloro-4-fluorobenzylamine

Example 221-[(2-Chloro-4-fluorophenyl)methyl]-4-(2,6-dimethylphenyl)-2,3-piperazinedione(E22)Methyl [(2,6-dimethylphenyl)(2-oxoethyl)amino](oxo)acetate (0.27 g, 1.0 mmol) and 2-chloro-4-fluorobenzylamine (0.19 g, 1.2 mmol) were stirred in 2% acetic acid/methanol (10 ml) for 5 minutes, whereupon polymer-supported cyanoborohydride (0.98 g, 4.0 mmol) was added. The mixture was stirred at room temperature for 16 hours. The resin was filtered off using an SCX cartridge (Varian, 5g), washing through with methanol. The filtrate was concentrated in vacuo to afford the crude product as a gum. The crude material was purified twice by flash-silica gel chromatography (first eluting with a 0-25% gradient of methanol in dichloromethane; then re-purified using a 0-100% gradient of ethyl acetate in iso-hexane) to afford 1- [(2-chloro-4-fluorophenyl)methyl]-4-(2,6-dimethylphenyl)-2,3-piperazinedione (0.11 g)-LC/MS [M+H]+ = 361 , retention time = 2.78 minutes.

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; GLAXO GROUP LIMITED; CHAMBERS, Laura Jane; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; STEADMAN, Jon Graham Anthony; WALTER, Daryl Simon; WO2010/125103; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics