5‐Amino‐2H‐pyran‐3(6H)‐one, 1, a Convenient Intermediate in the Synthesis of Pyran Containing 1,4‐Dihydropyridines

Abstract

5‐Amino‐2H‐pyran‐3(6H)‐one, 1, is a novel intermediate that is useful in the synthesis of pyran containing dihydropyridines. The synthesis and use of 1 will be discussed.

Keywords:

• 5‐Amino‐2H‐pyran‐3(6H)‐one
• Pyran
• Dihydropyridines
• Potassium channel blockers
• Enamine

Notes

^aWe found that the DHP 3 could be obtained in only 33% by the method reported for the synthesis of 2.

^bCompound 9 was independently synthesized and isolated as a solid in 63% yield by heating two equivalents of 6 with one equivalent of 8 in EtOH for 60 hours at 80°C in a seated vessel. MS (DCI) m/z 412 (M + H)⁺; ¹H NMR (DMSO‐d₆) δ 4.14 (s, 4H), 4.60 (AB quart, 4H), 4.63 (s, 1H), 7.31 (m, 2H), 7.54 (dd, 1H).