Acetonitrile → HCID 59993249, compound

Participants

Reaction Steps

To a solution of 2-{1-[4-(4-methoxy-benzenesulfonyl)-piperazin-1-yl]-ethyl}-4-piperidin-1-yl-pyrimidine-5-carboxylic acid ethyl ester (104 mg, 0.2 mmol) in ethanol (1 mL) was added sodium borohydride (38 mg, 1.0 mmol) and the reaction mixture was heated to reflux for 1 day. The reaction was then partition between dichloromethane and saturated sodium bicarbonate solution. The organic layer was concentrated in vacuo and then the residue was dissolved in DMSO (1 mL) and purified by LC-MS to yield the product. 1H NMR (400 MHz, CDCl3) δ 8.26 (s, 1H), 7.65 (d, J=8.8 Hz, 2H), 7.03 (d, J=8.8 Hz, 2H), 4.62 (s, 2H), 4.53 (q, J=6.6 Hz, 1H), 3.93 (m, 7H), 3.25 (m, 8H), 1.77 (m, 6H), 1.67 (d, J=6.8 Hz, 3H); HPLC ret. time 2.49 min, 10-99% CH3CN, 5 min run; ESI-MS m/z 476.1 (M+1)+.

Provenance & Evidence