Triethylamine → HCID 13557517, compound

Participants

Reaction Steps

A solution of 2.82 g of 2-(1-methylethyl)-11-oxo-11H-pyrido[2,1-b]quinazoline-6-carboxylic acid, 2.75 g of diphenylphosphoryl azide, and 1.50 g of 3-pyridinebutanamine in 30 ml of dry dimethylformamide was cooled in an ice bath as 1.0 g of triethylamine was added to the mixture. The reaction mixture was allowed to warm to room temperature over 18 hours, was diluted with water and was extracted with dichloromethane. The combined organic layer was washed with dilute sodium carbonate solution, dried over potassium carbonate and evaporated to dryness. The residue was crystallized repeatedly from ethyl acetate to give 0.25 g (6%) of 2-(1-methylethyl)-N-[4-(3-pyridinyl)butyl]-11-oxo-11H-pyrido[2,1-b]quinazoline-6-carboxamide, mp 129°-130° C.

Provenance & Evidence