Application of 60710-80-7, A common heterocyclic compound, 60710-80-7, name is 3-Amino-4-methylbenzonitrile, molecular formula is C8H8N2, 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.
To a suspension of imidazo[1 ,2-a]pyridine-3-carboxylic acid (1 ) (16.6 g, 102 mmol) in dichloromethane (300 mL) and DMF (0.5 mL) at 0 C was added oxalyl chloride (45 mL, 510 mmol) dropwise over 10 minutes. The reaction was slowly warmed to room temperature and stirred until complete conversion was detected by LCMS in MeOH. The reaction was subsequently reduced to dryness and suspended in dichloroethane (100 mL) and was added to a solution of 3-amino-4-methylbenzonitrile (7) (15 g, 1 13 mmol) in dichloroethane (200 ml_) and Pr2NEt (55 ml_) at 0 C. After the addition, the cold bath was removed and contents were stirred at room temperature for 1 hour and then heated to 50 C for another 2 hours. After the completion of the reaction, the mixture was cooled and a white precipitate formed. The mixture was filtered and the solid was washed with cold dichloromethane. About 10 g of the desired N-(5-cyano-2- methylphenyl)imidazo[1 ,2-a]pyridine-3-carboxamide (8) was obtained. The filtrate was washed with saturated NH4CI, saturated NaHC03, brine, dried over magnesium sulfate, filtered and reduced to dryness. The crude solid was triturated with diethyl ether to remove excess aniline and filtered to afford another crop of N-(5-cyano-2- methylphenyl)imidazo[1 ,2-a]pyridine-3-carboxamide (8) as a white solid. MS m/z 277.1 (M+1 ).
The synthetic route of 60710-80-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; IRM LLC; LOREN, Jon; LI, Xiaolin; LIU, Xiaodong; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; YEH, Vince; RUCKER, Paul Vincent; WO2013/33203; (2013); A1;,
Nitrile – Wikipedia,
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