Methyl trans-2-(3-bromo-2-oxopropyl)-3-methoxypiperidine-1-carboxylate → Methyl trans-2-[3-(3,4-dihydro-4-oxobenzofuro[3,2-d]pyrimidin-3-yl)-2-oxopropyl]-3-methoxy-1-piperidinecarboxylate

Participants

Reaction Steps

According to the method of Example 1, 1.22 g (0.0066 mole) of benzofuro[3,2-d]pyrimidin-4(3H)-one [S. S. Sangapure and Y. S. Agasimundin, Indian J. Chem., 14B, 688-691 (1976)] and 0.0066 moles of methyl trans-3-methoxy-2-(3-bromo-2-oxopropyl)-1-piperidinecarboxylate were combined to give the title compound: yield 0.627 g (23%); 1H-nmr (CDCl3) delta 1.2-2.1 ppm (multiplet, 4H, CH3OCHCH2CH2CH2N), 2.7-3.2 (multiplet, 2H, NCH2), 2.9 (doublet, 2H, COCH2CH), 3.3 (singlet, 3H, CHOCH3), 3.7 (singlet, 3H, CO2CH3), 4.0 (broad doublet, 1H CHOCH3), 4.9 (broad triplet, 1H, CH2CHNCO), 5.2 (singlet, 2H, NCH2CO), 7.3-7.7 (multiplet, 3H, aromatic H), 8.0 (doublet, 1H, aromatic H), 8.2 (singlet, 1H, N=CH--N).

Provenance & Evidence