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

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).

1. customwas continued at room temperature
2. customAfter 3 h the reaction mixture was evaporated to dryness
3. dissolutionThe residue was dissolved in ethyl acetate (500 ml)
4. washwashed with water (3×100 ml)
5. dry with materialdried (MgSO4)
6. customevaporated to a brown gum
7. washeluting with chloroform-ethanol, 29:1
8. customThe resulting orange solid was triturated with diethyl ether
9. customto give a buff solid which
10. customwas crystallised from ethyl acetate

ORD record

ord-76ce4279dd044ebbad7f6d99699c0351

Source dataset

uspto-grants-1983_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04399140