Sodium Bicarbonate → HCID 86648392, compound

Participants

Reaction Steps

To a mixture of 2-((2R,4S)-4-{[3,5-bis(trifluoromethyl)benzyl]-[5-(1-methyl-1H-pyrazol-4-yl)-pyrimidin-2-yl]-amino}-2-ethyl-pyrrolidin-1-yl)-5-trifluoromethyl-benzaldehyde (75 mg, 0.11 mmol) in MeOH (2.0 mL) is added sodium borohydride (6 mg, 0.17 mmol). The reaction mixture is stirred at room temperature for 15 minutes. After addition of saturated aqueous sodium hydrogen carbonate, and the mixture is extracted with EtOAc. The combined organic layer is dried over MgSO4 then concentrated under reduced pressure. The obtained residue is purified by silica gel column chromatography (eluent: n-hexane/EtOAc) to give [2-((2R,4S)-4-{[3,5-bis(trifluoromethyl)benzyl]-[5-(1-methyl-1H-pyrazol-4-yl)-pyrimidin-2-yl]-amino}-2-ethyl-pyrrolidin-1-yl)-5-trifluoromethyl-phenyl]-methanol as a colorless oil (72 mg, 96%). ESI-MS m/z: 672 [M+1]+, Retention time 2.36 min (condition A).

Provenance & Evidence