5-Bromo-7-chloroindoline → 3-(5-Bromo-7-chloro-2,3-dihydro-1H-indol-1-yl)-5-chloro-1-[(1R)-1-cyclopropylpropyl]-2(1H)-pyrazinone

Participants

Reaction Steps

Prepared in a similar fashion as described for Example 413 using 1-[(1R)-1-cyclopropylpropyl]-3,5-dichloro-2(1H)-pyrazinone and 5-bromo-7-chloroindoline as the starting materials. mp 154–156° C.; 1H NMR (300 MHz, CDCl3) δ 7.31 (d, J=1.9 Hz, 1 H), 7.24 (d, J=1.8 Hz, 1 H), 7.01 (s, 1 H), 4.32 (t, J=8.1 Hz, 2 H), 4.05 (app. q, J=8.2 Hz, 1 H), 3.14 (t, J=7.9 Hz, 2 H), 1.96–1.83 (m, 2 H), 1.07–1.00 (m, 1 H), 0.94 (t, J=7.3 Hz, 3 H), 0.81–0.75 (m, 1 H), 0.55–0.48 (m, 2 H), 0.35–0.28 (m, 1 H); HRMS (ESI) calcd for C18H19N3OBrCl2 (M+H)+: 442.0089; Found m/z 442.0102.

Provenance & Evidence