Ethyl isocyanate → HCID 67325351, compound

Participants

Reaction Steps

A mixture of 7-(3-hydroxy-benzenesulfonyl)-3,4,4a,9a-tetrahydro-1H-benzofuro[2,3-c]pyridine-2-carboxylic acid tert-butyl ester (30 mg, 0.07 mmol), ethyl isocyanate (0.5 ml, excess) and triethylamine (0.5 mL, excess) was stirred at r.t. After 18 h, the mixture was filtered, and the filtrate evaporated. Purification by preparative TLC (hexane:EtOAc 40:60) followed by removal of N-Boc protecting group with 4N HCl using a general procedure afforded the title product. mp 217-219° C., MS m/z 403 [M+H]+. 1H-NMR (400 MHz, DMSOd6): δ 8.97 (br s, 1H), 7.80 (d, J=7.96 Hz, 1H), 7.62 (s, 1H), 7.60-7.55 (m, 3H), 7.43 (overlapping s and d, 2H), 4.95 (m, 1H), 3.57 (m, 2H), 3.44 (m, 1H), 3.14 (m, 2H), 2.94 (m; 2H), 2.55 (s, 2H), 2.12 (m, 1H), 1.52 (m, 1H), 1.09 (t, 3H).

Provenance & Evidence