Tri-o-tolylphosphine → HCID 14518335, compound

Participants

Reaction Steps

Treatment of 6-bromo-1,3-dimethylpyrido[2,3-d]pyrimidin-2,4-(1H,3H)-dione with trimethylstannyl acetone in the presence of a palladium catalyst such as palladium (II) acetate and a triarylphosphine such as tri-o-tolylphosphine in an anhydrous solvent such as benzene at temperatures between 50 degrees and 120 degrees C. will afford 6-(2'-oxoproply)-1,3-dimethylpyrido[2,3-d]pyrimidin-2,4-(1H,3H)-dione. Treatment of this material with N,N-dimethylformamide dimethylacetal in the presence of a catalytic amount of pyridine will afford 6-[1-N,N-dimethylamino-3'-oxobuten-2'-yl]-1,3-dimethylpyrido[2,3-d]pyrimidin-2,4-(1H,3H)-dione. Treatment of this material with cyanoacetamide in the presence of a base such as sodium hydride in a suitable solvent at temperatures between 30 degrees and 80 degrees C. will afford 6-[3'-cyano-6'-methyl-2'-oxo-1(H)pyridin-5'-yl]1,3-dimethylpyrido[2,3-d]pyrimidin-2,4-(1H,3H)-dione.

Provenance & Evidence