Formaldehyde → HCID 10008897, compound

Participants

Reaction Conditions

Reaction Steps

To a 0° C. suspension of 106 mg (0.268 mmol) of 1-[5-(5-tert-Butyl-3-methanesulfonylamino-2-methoxy-phenylcarbamoyl)-2-methyl-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid (piperidin-3-ylmethyl)-amide in 2 mL of MeOH containing 1% HOAc was added 70 μL of aqueous formaldehyde. The suspension was stirred at 0° C. for five minutes then 18 mg (0.281 mmol) of sodium cyanoborohydride was added and the mixture was warmed to rt. After stirring for ˜1 the reaction mixture was diluted with 40 mL of CH2Cl2 and washed with 25 mL of water. The aqueous wash was extracted with CH2Cl2 (2×25 mL), the combined organic extracts were dried (Na2SO4), filtered and evaporated to afford a yellow solid. Chromatography provided 42 mg of product. mp: 209-211. ESI MS (m/z 612, 100, M+H).

Provenance & Evidence