Ethanamine, 2-fluoro-, hydrochloride → HCID 22911623, compound

Participants

Reaction Steps

A stirred mixture of 2-chloro-5-nitropyridine (2.4 g, 0.015 mol), 2-fluoroethylamine hydrochloride (1.75 g, 0.0175 mol) and diisopropylethylamine (7.0 ml, 0.040 mol) in absolute ethanol (50 ml) was kept under nitrogen at ambient temperature (24° C.) for 22 hours, warmed slowly to the reflux temperature during 6 hours and refluxed for 18 hours. It was then concentrated in vacuo. The residue was mixed with saturated NaHCO3 and extracted with EtOAc. The extract was washed with water and brine, dried (MgSO4) and concentrated. The residue was chromatographed on silica gel with CH2 cl2. The product was crystallized from methyl tert butyl ether to give 1.25 g of the titled product, mp 126°-127° C.

Provenance & Evidence