Acetic Acid → HCID 59184845, compound

Participants

Reaction Steps

A solution of N-(3-cyano-5-methyl-phenyl)-N-{3-[2-fluoro-6-(4-methoxy-benzylamino)-pyridin-4-ylmethyl]-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl}-acetamide (58 mg, 0.10 mmol) in acetonitrile (0.7 mL) was treated with glacial acetic acid (0.275 mL), cerric (IV) ammonium nitrate (111 mg, 0.20 mmol) and water (10 drops). After 30 min the mixture was partitioned between water (5 mL) and ethyl acetate (10 mL). The solvent was removed from the organic phase in vacuo and the residue was subjected to flash chromatography (eluant: 0-70% ethyl acetate/hexanes). The product containing fractions were combined and the solvent was removed in vacuo to yield the product (23 mg, 0.051 mmol). C23H23FN6O3 calculated 450.2, observed [M+1]+451.1; rt=3.08 min.

Provenance & Evidence