Formaldehyde → HCID 67155894, compound

Participants

Reaction Steps

A solution of 2,6-difluoro-N-(1-(phenylsulfonyl)-2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide (15 mg, 0.024 mmol) in 5:1 CH2Cl2/MeOH (6 mL) was treated with 37% aqueous formaldehyde (100 μL) and a drop of AcOH. After 5 minutes, the mixture was treated with sodium triacetoxyborohydride (26 mg, 5 eq.), and the reaction mixture was stirred for 16 hours at ambient temperature. The mixture was treated with MeOH (1 mL), concentrated under reduced pressure, and purified by silica gel chromatography (eluting with 10% MeOH/CH2Cl2) to afford 2,6-difluoro-N-(2-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide.

Provenance & Evidence