N-bromobutanimide → 5-bromo-N-(4-fluorobenzyl)-3-methylthiophene-2-carboxamide

Participants

Reaction Steps

Following the procedure as described in Preparation 19, making variations only as required to use N-(4-fluorobenzyl)-3-methylthiophene-2-carboxamide) in place of N-benzyl-3-methylfuran-2-carboxamide to react with N-bromosuccinimide, 5-bromo-N-(4-fluorobenzyl)-3-methylthiophene-2-carboxamide was obtained as a colorless solid in 87% yield: 1H NMR (300 MHz, CD3CN) δ 7.38-7.32 (m, 2H), 7.10-7.03 (m, 2H), 6.97 (s, 1H), 4.45 (d, J=6.1 Hz, 2H), 2.40 (s, 3H); MS (ES+) m/z 328.1 (M+1), 330.1 (M+1).

Provenance & Evidence