Dimethylformamide → HCID 10416328, compound

Participants

Reaction Steps

A solution of sodium bis(trimethylsilyl)amide (0.5 ml) in tetrahydrofuran (1.0M, 0.5 mmol) was added dropwise to an ice-cold solution of [5-bromo-7-(3-methoxyprop-1-yn-1-yl)-1,3-benzodioxol-4-yl]amine (0.073 g, 0.25 mmol) and 4-chloro-7-(3-chloropropoxy)-6-methoxyquinazoline (0.076 g, 0.26 mmol) in dimethylformamide (5 ml). The mixture was allowed to warm to room temperature over 2 hours and then stirred at room temperature overnight. A saturated solution of ammonium chloride (15 ml) was added and the mixture was extracted with ethyl acetate (15 ml). The organic layer was separated, washed with a saturated solution of sodium chloride (25 ml), dried over magnesium sulfate and evaporated under reduced pressure to leave a brown oil. Flash chromatography on silica eluting with a mixture of 1:1 to 3:1 ethyl acetate and iso-hexane gave the product as a brown gum (0.066 g). Mass Spectrum: M+H+ 534/536/538.

Provenance & Evidence