Hydrochloric Acid → HCID 59565266, compound

Participants

Reaction Steps

To a solution of 2-amino-3-fluoro-2-methylpropionitrile (168 mg) in dry dimethylformamide (12 mL) were added triethylamine (0.22 mL), 1-hydroxy-7-azabenzotriazole (224 mg), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide.HCl (316 mg), then (3-ethynyl-quinolin-6-yloxy)-methylsulfanyl-acetic acid (450 mg). The reaction mixture was stirred at room temperature for 2 hours. The mixture was poured over brine and extracted twice with ethyl acetate (thrice). The organic layer was washed with water then with brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude was purified by chromatography eluting with cyclohexane/ethyl acetate (3:2 by volume), to give N-(1-cyano-2-fluoro-1-methyl-ethyl)-2-(3-ethynyl-quinolin-6-yloxy)-2-methylsulfanyl-acetamide (483 mg) as an oil.

Provenance & Evidence