1-[(1R)-1-cyclopropylpropyl]-3,5-dichloro-2(1H)-pyrazinone → HCID 10199380, compound

Participants

Reaction Steps

Prepared in a similar fashion as described for Example 413 using 3,5-dichloro-1-[(1R)-1-cyclopropylpropyl]-2(1H)-pyrazinone and 5-methoxy-7-methylindoline hydrochloride as the starting materials. mp 160–162° C.; 1H NMR (300 MHz, CDCl3): δ 6.89 (s, 1 H), 6.67 (d, J=2.2 Hz, 1 H), 6.59 (d, J=2.2 Hz, 1 H), 4.37 (t, J=7.7 Hz, 2 H), 4.29–4.04 (m, 1 H), 3.79 (s, 3 H), 3.04 (t, J=7.7 Hz, 2 H), 2.07 (s, 3 H), 1.95–1.75 (m, 2 H), 1.08–1.00 (m, 1 H), 0.95 (t, J=7.5 Hz, 3 H), 0.82–0.75 (m, 1 H), 0.57–0.47 (m, 2 H), 0.36–0.29 (m, 1 H); HRMS (ESI) calcd for C20H25N3O2Cl (M+H)+: 374.1635; found m/z 374.1617.

Provenance & Evidence