Hydrochloric Acid → (1R)-1-{4-chloro-2-fluoro-3-[(pyridin-3-yl)carbonyl]phenyl}propan-1-amine

Participants

Reaction Steps

Step 2 To a solution of {(R)-1-[4-chloro-2-fluoro-3-(pyridine-3-carbonyl)-phenyl]-propyl}-carbamic acid tert-butyl ester (16.0 g, 40.7 mmol) in DCM (300 mL) was added 4M HCl in dioxane (41 mL, 162 mmol, 4 eq) and the reaction stirred for 18 h. The mixture was concentrated and then triturated with diethyl ether (˜200 mL) and the pale green solid filtered off and dried in a vacuum oven to give [3-((R)-1-Amino-propyl)-6-chloro-2-fluoro-phenyl]-pyridin-3-yl-methanone (15.0 g) as the HCl salt. Material contains about 1.3 g dioxane (from NMR ratio), which was not removed from vacuum oven drying.

Provenance & Evidence