Potassium Bromide → HCID 118354234, compound

Participants

Reaction Steps

To {(S)-1-[(S)-1-(2-hydroxymethyl-2,3-dihydro-pyrrolo[2,3-b]pyridine-1-carbonyl)-2-methyl-propylcarbamoyl]-ethyl}-methyl-carbamic acid tert-butyl ester (16.5 mg, 0.038 mmol) in DCM (0.4 mL) at 0° C. was added sequentially KBr (3.1 g, 0.027 mmol), TEMPO (0.3 mg) and 8% NaOCl solution (0.35 mL, 10 eq) and the reaction was stirred vigorously for 1 h. The reaction mixture was diluted with DCM and washed with water and brine and then concentrated in vacuo to give {(S)-1-[(S)-1-((S)-2-formyl-2,3-dihydro-pyrrolo[2,3-b]pyridine-1-carbonyl)-2-methyl-propylcarbamoyl]-ethyl}-methyl-carbamic acid tert-butyl ester (12 mg).

Provenance & Evidence