4-Bromobenzyl bromide → HCID 10005738, compound

Participants

Reaction Steps

Lithium 4-chlorothieno[3,2-c]pyridine-2-sulfinate (0.42 mmol) was treated with 4-bromobenzylbromide (0.59 mmol) as described in Method P above and then reacted further with tert-butyl-piperazine-1-carboxylate as described in Method Q. The BOC protecting group was removed using Method R. Yield 0.024 g (12% over three steps). White solid. 1H NMR (300 MHz, DMSO-d6) δ 8.99 (s, 1H), 8.18 (d, J=5.5 Hz, 1H), 8.02 (s, 1H), 7.69 (d, J=5.5 Hz, 1H), 7.53 (d, J=8.5 Hz, 2H), 7.17 (d, J=8.5 Hz, 2H), 4.95 (s, 2H), 3.62-3.68 (m, 4H), 3.27-3.32 (m, 4H); MS (ESI+) for C18H18BrN3O2S2. C1 H m/z 454 (M+H)+. HPLC 90%, RT 1.24 min (YMC ODS AQ, 33×3 mm, 20-50% acetonitrile in 1.5 min).

Provenance & Evidence