Diisobutylaluminum hydride → N-(3,4-Difluorobenzyl)-2-formyl-6-methoxy-1-(pyridin-2-ylmethyl)-1H-indole-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

General Procedure O. To a solution of methyl3-(3,4-difluorobenzylcarbamoyl)-6-methoxy-1-(pyridin-2-ylmethyl)-1H-indole-2-carboxylate (Compound 93, 515 mg, 1.11 mmol) in CH2Cl2 (20 ml) at −78° C. was added DIBAL (1 M in CH2Cl2, 4.4 ml, 4.44 mmol) slowly. The reaction was stirred at −78° C. for 2 h, quenched with H2O, diluted with EtOAc, washed with NaOH and brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→100% EtOAc-hexanes) to yield the title compound as a beige solid.

Provenance & Evidence