3-Pentanamine → 6-Chloro-2-methyl-5-nitro-N-(pentan-3-yl)pyrimidin-4-amine

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-methyl-5-nitro-4,6-dichloro-pyrimidine (208 mg, 1.00 mmol) and 1-ethyl-propyl-amine (87 mg, 1.03 mmol) in 2 ml of dry THF was stirred at −78° C. for 4 hours. The mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated to give a green oil. The oil was purified through silica gel column chromatography using chloroform to 1:1 hexane/chloroform as eluent to give the title compound (93 mg, 35%). 1H NMR (CDCl3) δ 7.50 (brs, 1H), 4.29 (m, 1H), 2.51 (s, 3), 1.4-1.8 (m, 4H), 0.92 (t, 6H) ppm.

Provenance & Evidence