Reacción #336830

Ecuación de reacción

ethyl 4,4-diethoxy-3-oxobutanoate

cyclopropane-carboximidamide monohydrochloride

sodium methoxide

→

title compound

2-cyclopropyl-6-(diethoxymethyl)-4(1H)-pyrimidinone

Disolventes

methanol

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroprepared
2. 2
   OtroTroschutz, Synthesis, 1999, 7, 1216
3. 3
   OtroThe solvent was removed with a rotary evaporator
4. 4
   workup.ADDITIONDichloromethane was added
5. 5
   Filtraciónthe mixture was filtered
6. 6
   OtroThe solvent from the filtrate was removed with a rotary evaporator
7. 7
   OtroThe residue was purified by medium pressure liquid chromatography (MPLC) (35→100% ethyl acetate in hexanes as eluant)

Procedimiento

To a mixture of ethyl 4,4-diethoxy-3-oxobutanoate (prepared according to the method of E. Graf, R. Troschutz, Synthesis, 1999, 7, 1216; 10.0 g, 46 mmol) and cyclopropane-carboximidamide monohydrochloride (Lancaster Synthesis, 5.0 g, 41 mmol) in methanol (100 mL) was added a methanol solution of sodium methoxide (5.4 M, 8.4 mL, 46 mmol). The reaction mixture was stirred overnight. The solvent was removed with a rotary evaporator. Dichloromethane was added and the mixture was filtered. The solvent from the filtrate was removed with a rotary evaporator. The residue was purified by medium pressure liquid chromatography (MPLC) (35→100% ethyl acetate in hexanes as eluant) to afford the title compound as a white solid (4.67 g).

Fuente