The synthesis and transformations of ethyl (Z)‐2‐[2,2‐bis(ethoxycarbonyl)vinyl]amino‐3‐dimethylaminopropenoate, a new reagent in the synthesis of heterocyclic compounds

Ethyl (Z)‐2‐[2,2‐bis(ethoxycarbonyl)vinyl]amino‐3‐dimethylaminopropenoate (5) , a new reagent in the synthesis of heteroaryl substituted β‐amino‐ α,β‐ ‐dehydro—amino acid derivatives and some fused hetero‐cyclic systems, was prepared from ethyl N ‐2,2‐bis(ethoxycarbonyl)vinylglycinate (3) and N , N ‐dimethyl‐formamide dimethyl acetal (4) . The substitution of the dimethylamino group in the compound 5 with heterocyclic amines produced ethyl 2‐[2,2‐bis(ethoxycarbonyl)vinyl]amino‐3‐heteroarylaminopropenoates 7a‐f and, in some instances, [2,2‐bis‐(ethoxycarbonyl)vinyl]aminoazolo‐ or ‐azinopyrimidine derivatives 8g‐k.