4,6-dimethyl-pyrimidine-5-carboxylic acid ethyl ester synthesis
- Product Name:4,6-dimethyl-pyrimidine-5-carboxylic acid ethyl ester
- CAS Number:305794-79-0
- Molecular formula:C9H12N2O2
- Molecular Weight:180.2
Yield:305794-79-0 76%
Reaction Conditions:
with sodium ethanolate in ethanol at 90; for 4 h;
Steps:
1.G; 6
Ethyl 4,6-Dimethylpyrimidine-5-carboxylate. Ethyl 2-acetyl-3-ethoxybut-2-enoate (10.7 g, 0.0537 mol), formamidine acetate (5.6 g, 0.054 mol) and sodium ethoxide (2.7 M in ethanol, 20.0 mL) were mixed in ethanol (30 mL) and the mixture was stirred at 90° C. for 4 h. The reaction mixture was cooled, quenched with water and concentrated. The crude material was purified by flash chromatography on silical gel, eluding with 10%, 50% ethyl acetate/hexane to afford the desired product (7.4 g, 76%) as a yellow oil. MS (EI) 181.1 (M+1). 1H NMR (300 MHz, CDCl3) δ (ppm) 8.97 (s, 1H), 4.44 (q, 2H), 2.56 (s, 6H), 1.42 (t, 3H).
References:
US2005/261310,2005,A1 Location in patent:Page/Page column 12; 20
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