Sodium borohydride → HCID 131734922, compound

Participants

Reaction Steps

Ethyl (2S)-2-(tert-butoxy)-2-{2-[({4-fluoro-2-[(1,1,1-trifluoropent-4-en-2-yl)oxy]phenyl}m ethoxy)methyl]-5-methyl-7-[4-methyl-4-(prop-2-en-1-yloxy)piperidin-1-yl]pyrazolo[1,5-a]pyrimidin-6-yl}acetate (90 mg, 0.125 mmol) was dissolved in 70 mL of CH2Cl2. To this was added [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium (21 mg, 0.025 mmol) and the resulting mixture stirred at reflux for 4 hours. The solvent was removed under vacuum and the residue dissolved in 1 mL of methanol. [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium (21 mg, 0.025 mmol) was added followed by NaBH4 (26 mg, 0.624 mmol). After stirring for 15 min the solvent was removed under vacuum and the crude product purified by chromatography on a Biotage instrument eluting with hexanes/ethyl acetate to provide 61 mg of product. LCMS (M+H)=695.5.

Provenance & Evidence