Water → HCID 10363608, compound

Participants

Reaction Steps

Lithium aluminium hydride (0.27 g, 7.1 mmol) was added to dry distilled THF (50 ml) and the mixture stirred in an ice-bath under dry nitrogen. A solution of 8-(ethoxycarbonylmethoxy)-4-(N-methylphenylamino)-2-[(2-methylphenyl)amino]quinazoline (2.4 g, 5.43 mmol) in dry THF (30 ml) was added dropwise at such a rate as to keep the reaction temperature below 5°. The mixture was then allowed to freely reach room temperature and stirred for three hours. Water was carefully added followed by a little 40% NaOH. Two layers were produced and this mixture was extracted (×2) with ethyl acetate. The combined organic extracts were worked with water (×3) and brine, dried (Na2SO4) and evaporated to give an oil which crystallised on scratching to a yellow solid (1.9 g).

Provenance & Evidence