915087-25-1, A common compound: 915087-25-1, name is 4-Amino-2-fluoro-N-methylbenzamide, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.
Synthesis of 4-(l-Cyano-cyclobutylamino)-2-fluoro-N-methyl-benzamide 6a.[00195] TMS-CN (29.7g, 300mmol) was added to a mixture of N-methyl-2-fluoro -4- aminobenzamide 4a (16.8g, lOOmmol) and cyclobutanone (14g, 200mmol) in 90%) acetic acid (200mL). The reaction mixture was stirred at 80C for 24h. The mixture was cooled and diluted with water (200mL). The suspension was extracted with ethyl acetate (3x200mL). Combined organic layers were washed with brine (4xl00mL), dried (MgS04) and concentrated in vacuo to dryness. The residue was triturated with a mixed solvent of hexanes and ethylether (20mL-20mL) to remove cyclobutanone cyanohydrin. The solid was collected by filtration, affording the title compound 6a (20g, 84% yield). MS(ES-API Negative): 246 (M-H)-. 1H NMR (CDC13, 500MHz): delta 7.92 (1H, dd, J=8.4, 8.4 Hz), 6.76 (1H, q, J=4.3Hz), 6.48 (1H, dd, J=8.3, 1.9Hz), 6.29 (1H, dd, J=14.3, 1.9Hz), 4.72 (1H, br s), 2.97 (3H, d, J=4.4Hz), 2.85-2.75 (2H, m), 2.4-2.35 (2H, m), 2.3-2.15 (1H, m), 1.95-1.85 (1H, m).
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-Amino-2-fluoro-N-methylbenzamide, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; TONG, Youzhi; WO2011/29392; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics