Thioglycolic Acid → HCID 67351119, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl (S)-4-(2-{[(4-cyanobenzyl)(2-nitrobenzenesulfonyl)amino]methyl}pyrrolidin-1-yl)-2-methylthiopyrimidine-5-carboxylate (1.85 g, 3.10 mmol) obtained in Step 1 was dissolved in DMF/ethanol=1/1 (20 mL), and the mixture was stirred at 75° C. for 1.5 hours after adding mercaptoacetic acid (0.647 mL, 9.30 mmol) and DBU (2.78 mL, 18.6 mmol). The reaction mixture was diluted with ethyl acetate, and washed with an aqueous sodium bicarbonate solution and saturated brine. The organic layer was then dried over anhydrous magnesium sulfate. The residue obtained upon concentration was purified by silica gel column chromatography to give (S)-5-(4-cyanobenzyl)-9-methylthio-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one (1.12 g, quantitative).

Provenance & Evidence