Sodium triacetoxyborohydride → (R)-4-((1-tert-butoxy-3-methyl-1-oxobutan-2-ylamino)methyl)-5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

Participants

Reaction Steps

A mixture of sodium triacetoxyborohydride (1.143 g, 5.39 mmol), (R)-tert-butyl 2-amino-3-methylbutanoate hydrochloride (1.131 g, 5.39 mmol) and DCM (20 mL) was stirred at room temperature for 10 min. The reaction mixture was cooled to 0° C. 5-fluoro-4-formyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate (1.299 g, 3.60 mmol) was added and the reaction was stirred at 0° C. for 20 min to afford the title compound. [M+H] calc'd for C25H30FN3O6S, 520; found, 520.2.

Provenance & Evidence