3-(6-hydroxy-1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-1-pentyl-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one → 1'-pentylspiro[furo[2,3-f][1,3]benzodioxole-7,3'-pyrrolo[3,2-c]pyridin]-2'(1'H)-one

Participants

Reaction Steps

Following the procedure as described in EXAMPLE 1, and making non-critical variations using 3-(6-hydroxy-1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-1-pentyl-1,3-dihydro-2H-pyrrolo[3,2-c]pyridin-2-one to replace 3-(6-hydroxy-1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-1-pentyl-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one, the title compound was obtained: 1H NMR (300 MHz, CDCl3) δ 8.51 (br, 1H), 8.28 (br, 1H), 6.97-6.87 (m, 1H), 6.51 (s, 1H), 6.08 (s, 1H), 5.90-5.84 (m, 2H), 6.87 (d, 1H), 4.67 (d, 1H), 3.86-3.60 (m, 2H), 1.78-1.63 (m, 2H), 1.44-1.27 (m, 4H), 0.89 (t, 3H); 13C NMR (75 MHz, CDCl3) δ 177.0, 156.0, 150.7, 149.6, 149.4, 143.1, 142.6, 117.7, 113.9, 102.6, 101.7, 93.9, 80.0, 56.7, 40.7, 28.9, 27.1, 22.2, 13.9; MS (ES+) m/z 353.4 (M+1).

Provenance & Evidence