Methyl 3-mercaptopropionate → HCID 15981315, compound

Participants

Reaction Steps

To a solution of 6-chloro-N-(4-fluoro-phenyl)-nicotinamide (0.25 g, 1.0 mmol) in 3 mL of THF was added methyl 3-mercaptopropionate (0.16 mL, 1.5 mmol) then potassium tert-butoxide (0.22 g, 2.0 mmol). The mixture was stirred for 3 h then poured into ice water and the solids washed with water and collected. Purification by trituration using ethyl acetate gave 13 mg (4%) of the titled product as a white solid: 1H NMR (300 MHz, DMSO-d6) δ 10.33 (s, 1H), 8.94 (m,1H), 8.09 (m, 1H), 7.74 (m, 2H), 7.43 (m, 1H), 7.17 (m, 2H), 3.59 (s, 3H), 3.37 (m, 2H), 2.75 (m, 2H); MS (EI) m/z 333.10 (M−H)−.

Provenance & Evidence