Triethylamine → HCID 13036373, compound

Participants

Reaction Steps

A mixture of 2-(1-piperazinyl)cycloheptimidazole hydrochloride (4.53 g, described in Example 1) and triethylamine (3.64 g) in butanol (500 ml) was stirred for one hr and 2-chloro-4-amino-6,7-dimethoxyquinazoline [4.35 g, prepared as described by T. H. Althuis and H.-J. Hess, J. Med. Chem., 20, 146 (1977)] was added. The mixture was refluxed for 18 hr. The resulting precipitate was collected on a filter. The filtrate was evaporated to dryness. A suspension of the precipitate and the evaporated filtrate in a cold, aqueous solution of sodium bicarbonate (5% w/v) was stirred for 30 min and filtered. The precipitate was washed with water, air-dried and crystallized from methanoldichloromethane to give the title compound (6.3 g): mp 294°-296° C.; ir (nujol mull) 3300, 3180, 1650, 1625, 1598 and 1560 cm-1 ; uv max (MeOH) 251 nm (ε=63670); nmr (DMSO-d6) δ 3.85 (m, 14H) and 7.4 (m, 7H); and Anal. Calcd for C22H23N7O2 : C, 63.29% H, 5.55% N, 23.49% and Found: C, 62.96% H, 5.60% N, 23.61%.

Provenance & Evidence