34576-94-8 → HCID 70598680, compound

Participants

Reaction Steps

Following the 2a synthetic method, using 3,6-dichlorobenzo[b]thiophene-2-carboxylic acid (123.55 mg, 0.5 mmol) instead of 3-chloro-6-methylbenzo[b]thiophene-2-carboxylic acid gave 3a as a white powder; (182.94 mg, 92.8%). [α]D25: −23.2 (c=0.24, CHCl3); 1H-NMR (300 MHz, CDCl3): δ 8.79 (s, 1H), 7.78 (d, J=1.5 Hz, 1H), 7.71 (d, J=8.7 Hz, 1H), 7.59 (d, J=6.9 Hz, 1H), 7.42 (dd, J=1.8, 8.7 Hz, 1H), 7.37-7.25 (m, 5H), 5.16-5.14 (m, 1H), 3.41-3.28 (m, 2H); 13C NMR (300 MHz, CDCl3): δ 175.51, 160.41, 138.97, 135.33, 135.18, 134.21, 132.38, 129.47, 128.82, 127.52, 126.51, 124.16, 122.38, 119.64, 54.12, 37.28; HRMS (ESI): calcd for: C18H13Cl2NO3S [M−H]−=391.9920, obsd [M−H]−=391.9921.

Provenance & Evidence