1,1-Bis(2,2-dimethylpropoxy)-N,N-dimethylmethanamine → HCID 53654753, compound

Participants

Reaction Steps

N,N-Dimethylformamide dineopentyl acetal (6.2 ml) was added to a stirred suspension of 5-chloropyrimidin-2-one (1.802 g) and (E)-3-(thien-2-yl)prop-2-en-1-ol (2.710 g) in dry N,N-dimethylformamide (34 ml) under nitrogen and then stirring was continued at room temperature. After 3 h the reaction mixture was evaporated to dryness. The residue was dissolved in ethyl acetate (500 ml) and washed with water (3×100 ml), dried (MgSO4) and evaporated to a brown gum. The gum was subjected to column chromatography on silica developing and eluting with chloroform-ethanol, 29:1. The resulting orange solid was triturated with diethyl ether to give a buff solid which was crystallised from ethyl acetate to give off white crystals of the title pyrimidinone (306 mg), m.p. 159°-161° C., λmax (EtOH) 230 nm (ε 10,710).

Provenance & Evidence