5,7-Dichloroindoline → 5-Chloro-1-[(1S)-1-cyclopropylpropyl]-3-(5,7-dichloro-2,3-dihydro-1H-indol-1-yl)-2(1H)-pyrazinone

Participants

Reaction Steps

Prepared in a similar fashion as described for Example 413 using 3,5-dichloro-1-[(1S)-1-cyclopropylpropyl]-2(1H)-pyrazinone and 5,7-dichloroindoline as the starting materials. mp 157-159° C.; 1H NMR (300 MHz, CDCl3): δ 7.15 (s, 1 H), 7.09 (s, 1 H), 6.99 (s, 1 H), 4.34-4.24 (m, 2 H), 4.08-3.99 (m, 0.5 H), 3.11 (t, J=7.9 Hz, 2 H), 2.42-2.36 (m, 0.5 H), 2.16-2.00 (m, 1 H), 1.94-1.74 (m, 1 H), 1.07-0.99 (m, 1 H), 0.94-0.86 (m, 3 H), 0.80-0.71 (m, 1 H), 0.53-0.42 (m, 2 H), 0.36-0.20 (m, 1 H); HRMS (ESI) calcd for C18H19N3OCl3 (M+H)+: 398.0594; found m/z 398.0602.

Provenance & Evidence