Ammonium Chloride → [6-Chloro-2-(morpholin-4-ylmethyl)pyridin-3-yl]methanol

Participants

Reaction Conditions

Reaction Steps

Methyl 6-chloro-2-(morpholin-4-ylmethyl)pyridine-3-carboxylate (0.5 g, 1.847 mmol) was take up in THF (9 mL) and cooled to 0° C. LiAlH4, 2 M in THF (1.847 mL, 3.69 mmol) was added dropwise and the resulting mixture maintained at 0° C. for 5 hours. Saturated aqueous NH4Cl was added and the products extracted into EtOAc (3×). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. Purification of the residue by silica gel chromatography (12-100% EtOAc-hexanes followed by 0-10% MeOH-EtOAc) gave the title compound as a pale yellow oil.

Provenance & Evidence