2-Acetylthiophene → HCID 10155112, compound

Participants

Reaction Steps

The procedure of Example 1 was followed except that 2-acetylthiophene (Aldrich) was used in place of acetophenone to prepare the corresponding 2-(thiophene-2-carbonyl)acetonitrile (Steps A and B). 1-Benzyl-4-piperidone (van der Klein et al., (1999), J. Med. Chem. 42: 3629-3635), 2-(thiophene-2-carbonyl)acetonitrile, morpholine, and sulfur were reacted according to the procedure of Step C, Example 1, to afford the desired compound. Yield: 78%; IR (KBr) cm−1: 3412, 2928, 1570, 1419, 1355, 1265, 1119, 700; 1H NMR (CDCl3):δ2.35 (t, 2H, J=5.2 Hz), 2.59 (t, 2H, J=5.6 Hz), 3.47 (s, 2H), 3.67 (s, 2H), 6.26 (bs, 2H), 7.05 (m, 1H), 7.30 (d, 1H, J=5.2 Hz), 7.35 (m, 5H), 7.53 (d, 1H, J=4 Hz); yellow solid, mp: 122-123° C. (petroleum ether).

Provenance & Evidence