HCID 57893465, compound → HCID 57893510, compound

Participants

Reaction Steps

A mixture of (7-chloro-1H-pyrrolo[2,3-c]pyridin-2-yl)(phenyl)methanol (Example 26) (0.83 g, 3.2 mmol) and MnO2 (3.35 g, 38.5 mmol) in methylene chloride (64 mL) was stirred under a nitrogen atmosphere at room temperature overnight (20 h). The crude reaction mixture was filtered through diatomaceous earth and rinsed with methylene chloride. Concentration afforded (7-chloro-1H-pyrrolo[2,3-c]pyridin-2-yl)(phenyl)methanone (0.68 g, 82%) as an off-white solid: mp 152-153° C.; 1H NMR (300 MHz, CDCl3) δ7.18 (1H, d, J=2.1 Hz), 7.55-7.71 (4H, m), 7.99-8.05 (2H, m), 8.11 (1H, d, J=5.7 Hz), 9.55 (1H, br s); ESI MS m/z 257 [C14H9ClN2O+H]+; HPLC (Method A) >99% (AUC), tR=25.0 min.

Provenance & Evidence