Benzoic Acid → HCID 57893520, compound

Participants

Reaction Steps

Using the procedure described for Example 43 with benzoic acid at room temperature, the reaction was stopped once 1-phenyl-1-(1H-pyrrolo[2,3-c]pyridin-2-yl)methylamine was consumed as judged by TLC analysis. Upon addition of water a solid precipitated. The solid was collected by filtration and dried to provide N-[phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methyl]benzamide (9 mg, 9%) as an off-white solid: mp 206-208° C.; 1H NMR (300 MHz, CD3OD) δ6.31 (1H, s), 6.67 (1H, s), 7.43-7.51 (9H, m), 7.89-7.92 (2H, m), 8.02 (1H, d, J=5.6 Hz), 8.60 (1H, s); ESI MS m/z 328 [C21H17N3O+H]+; HPLC (Method A) >99% (AUC) tR=16.2 min.

Provenance & Evidence