Piperidine → HCID 21886727, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(3-Bromo-benzenesulfonyl)-5-methylsulfanyl-thiophene-2-carbonitrile (Example 286: step f, 200 mg, 0.534 mmol), piperidine (56 mg, 0.64 mmol), Pd(OAc)2 (24 mg, 0.11 mmol), BINAP (100 mg, 0.16 mmol) and Cs2CO3 in 2 mL of toluene under Ar was stirred at 150° C. for 16 h, then cooled to RT. The mixture was purified directly by PTLC (30% EtOAc/hexane) to give 20 mg of product as a light yellow oil: 1H-NMR (CDCl3; 400 MHz) δ 7.68 (m, 1H), 7.67 (s, 1H), 7.54–7.52 (m, 1H), 7.39–7.32 (m, 2H), 3.16–3.12 (m, 4H), 2.45 (s, 3H), 1.64–1.59 (m, 4H), 1.55–1.50 (m, 2H). Mass spectrum (ESI, m/z): Calcd. for C17H18N2O2S3, 379.1 (M+H), found 379.3.

Provenance & Evidence