Pyrrolidine → HCID 70009407, compound

Participants

Reaction Steps

Using the reductive amination procedure described in Example 82, the title compound was synthesized from 4-(1-oxo-1,2,3,4-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-6-yl)-benzaldehyde and pyrrolidine in 76% yield as a pale-yellow solid: mp 146-148° C.; 1H NMR (DMSO-d6) δ 1.71 (br s, 4H), 2.49 (br s, 4H), 3.48 (br s, 2H), 3.64 (br s, 2H), 4.30-4.33 (m, 2H), 6.69 (s, 1H), 7.16 (t, 1H, J=9.0 Hz), 7.43 (d, 2H, J=9.0 Hz), 7.55 (d, 2H, J=9.0 Hz), 7.77 (d, 1H, J=9.0 Hz), 7.80 (d, 1H, J=9.0 Hz), 8.38 (t, 1H, J=6.0 Hz). HRMS calcd. for 345.1841 (M+), found 345.1835. Anal. (C22H23N3O.0.25 H2O) C, H, N.

Provenance & Evidence