Formaldehyde → HCID 44207427, compound

Participants

Reaction Steps

To a mixture of 2-(3,4-dimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid pyrrolidin-3-ylamide hydrochloride (12 mg, 0.03 mmol) in MeOH (0.5 mL) was added NaBH3CN (15 mg, 0.23 mmol). A solution of HOAc (1 drop) in MeOH (1 mL) was prepared and 2 drops of this solution was added to the reaction mixture so that the pH ˜4. Aqueous CH2O (37%, 25 μL, 0.34 mmol) was added to the reaction mixture which was then stirred at room temperature for 2 h, partitioned between saturated Na2CO3 and CH2Cl2. The aqueous layer was extracted with CH2Cl2 and the combined organic phases were dried (Na2SO4) and concentrated to give a pale yellow solid. The crude product was washed with Et2O to afford 11 mg (100%) of 2-(3,4-dimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (1-methyl-pyrrolidin-3-yl)-amide as a yellow powder. MP 193-194° C., M+H 382.

Provenance & Evidence