Trifluoroacetic acid → HCID 178433458, compound

Participants

Reaction Steps

The 6-[(4-methoxybenzyl)oxy]-2-methylpyrimidine-4-carbonitrile from step 2 of this example (2.8 g, 11 mmol) was dissolved in DCM (9.1 mL) and TFA (1.8 mL) was added via syringe drop-wise. The reaction was allowed to proceed 10 min. at room temperature and was concentrated to near dryness, without heating, under vacuum. The residue was dissolved in DCM (10 mL), and saturated NaHCO3 solution (aq, 5 mL) was added to adjust pH to ˜7. Acetic acid (1 mL) was then added to the solution to adjust pH to ˜4 and the mixture was concentrated to dryness i. vac. The residue was purified by chromatography on silica gel using gradient elution: starting at 30% ethyl acetate/hexane, then switching to 5% methanol/DCM to yield the titled compound as a white solid. LC-MS (M+1): 136.16.

Provenance & Evidence