3-(Chloromethyl)pyridine hydrochloride → HCID 54279304, compound

Participants

Reaction Conditions

Reaction Steps

55% of NaH in mineral oil (160 mg, 6.68 mmol) is added to a solution of (R)-3-Hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (500 mg, 2.67 mmol) in THF (8 mL) at 0° C. After 15 min, 3-chloromethyl-pyridine HCl salt (526 mg, 3.20 mmol) is added, and the reaction mixture is stirred at 40° C. After completion, the reaction mixture is quenched by H2O, EtOAc is added and the organic layer is washed with brine, dried over MgSO4 and evaporated in vacuo. Silica gel flash chromatography of the residue affords the title compound as a white powder; ES-MS: M+=279.2: AtRet=2.80.

Provenance & Evidence