Water → HCID 10346090, compound

Participants

Reaction Steps

To a solution of [4-(4-Fluoro-benzyl)-piperidin-1-yl]-(6-methoxy-1-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-methanone (100 mg, 0.26 mmol) in anhydrous CH2Cl2 (15 mL) was added oxalyl chloride (0.52 mL, 1.05 mmol, 2 M in CH2Cl2) at RT. The reaction mixture was stirred for 4 h. The reaction mixture was concentrated under reduced pressure. The residue was dried under vacuum for I h and dissolved in CH2Cl2 (15 mL). An excess amount of pyrrolidine (74 mg, 1.04 mmol) was added to the reaction mixture. After stirring for 1 h, the reaction mixture was treated with water. The organic layer was separated and washed with brine, dried and concentrated. The residue was purified by chromatography on silica gel eluting with CH2Cl2:MeOH (95:5) to give the desired product (70 mg) in 53% yield as a white solid. M+H+(507).

Provenance & Evidence