S. Hachiyama, Kazuko Koyanagi, Y. Tomioka
Apr 25, 1983
Citations
0
Influential Citations
7
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
Ethyl N-(3-cyano-4, 5-dihydro-2-thienyl) oxamate (Ia) reacted with ethyl or methyl cyanoacetate, α-cyanoacetamide and 1-cyanoacetylpyrrolidine in the presence of triethylamine to form the corresponding 2-[4-amino-5, 6-dihydrothieno [2, 3-d] pyrimidine] acetic acid derivatives (IIa-1-IIa-4). Similarly, ethyl N-[3-cyano-5-methyl (or 4-phenyl)-4, 5-dihydro-2-thienyl] oxamate (Ib or Ic) gave the corresponding 2-[4-amino-5, 6-dihydrothieno-[2, 3-d] pyrimidine] acetic acid derivatives (IIb-1-IIb-4 or IIc-1-IIc-4). On acidic hydrolysis, IIa-1, 2, IIb-1, 2 and IIc-1, 2 were converted to 4-amino-2-methyl-5, 6-dihydrothieno [2, 3-d] pyrimidines (IIIa-c).