Reaction #710475

Reaction equation

2-aminopyridine

EDC-HCl

chlorodifluoroacetic acid

→

2-chloro-2,2-difluoro-N-(pyridin-2(1H)-ylidene)acetamide

Yield 24.0%

Solvents

dichloromethane

dichloromethane

Conditions

Workup

1. 1
   Washwashed with water and 1% hydrochloric acid
2. 2
   Dryingdried over anhydrous magnesium sulfate

Procedure

200 mg (2.13 mmol) of 2-aminopyridine was dissolved in 5 ml of dichloromethane, 491 mg (2.55 mmol) of EDC-HCl, 311 mg (2.55 mmol) of DMAP and 187 μl (2.23 mmol, 290 mg) of chlorodifluoroacetic acid were added thereto in sequence, and the resulting mixture was stirred overnight. After the reaction was completed, the reaction solution was diluted with dichloromethane, washed with water and 1% hydrochloric acid, and then dried over anhydrous magnesium sulfate to obtain 105 mg (yield 24%) of 2-chloro-2,2-difluoro-N-(pyridin-2(1H)-ylidene)acetamide.

Source