Ethylamine → HCID 178463437, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3.00 g (16.1 mmol) of 6-Chloro-2-methyl-5-(1-methylethyl)-4-pyrimidinol and 10.4 mL (7.24 g, 161 mmol, 10 equiv.) of ethylamine as a 70% w/w aqueous solution was sealed in a glass flask, heated at 90° C. for 5 days, and then cooled to 23° C. The mixture was concentrated in vacuo and purified by flash chromatography (silica gel, 50 mm column, 500 mL 4:1 EtOAc:hexane then EtOAc as eluent, mixed fractions rechromatographed) to provide 1.32 g (7.01 mmol, 44%) of recovered starting material and, after recrystallization from EtOAc, 1.70 g (8.70 mmol, 54%) of analytically pure product as a dense white crystalline solid, m.p. 179.5°-180° C.

Provenance & Evidence