Pyridine → HCID 11334762, compound

Participants

Reaction Steps

A stirring 0° C. slurry of 3-chloro-6-methanesulfonyl-benzo[b]thiophene-2-carboxylic acid amide 7 (2.8 g, 9.7 mmol) in CH2Cl2 (50 mL) was treated by sequential addition of TFAA (4.0 mL, 5.9 g, 28 mmol) then pyridine (4.0 mL, 3.9 g, 49 mmol). After 2 h, the resulting solution was washed with 0.1 M HCl, dried (Na2SO4), filtered, and evaporated. Chromatography gave 2.1 g (81%) of 3-chloro-6-methanesulfonyl-benzo[b]thiophene-2-carbonitrile 8; 1H NMR δ 3.15 (s, 3H), 8.09 (dd, 1H, J=1.5, 8.6), 8.15 (dd, 1H, J=0.7, 8.6), 8.52 (dd, 1H, J=0.7, 1.5).

Provenance & Evidence