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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715225Generated: October 30, 2026

3-(6-hydroxy-1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-1-pentyl-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one → 4'-pentylspiro[furo[2,3-f][1,3]benzodioxole-7,6'-thieno[3,2-b]pyrrol]-5'(4'H)-one

https://huagongshe.com/reaction/1715225

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(6-hydroxy-1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-1-pentyl-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-oneHCID 11962812—
Reactant6-(6-hydroxy-1,3-benzodioxol-5-yl)-6-(hydroxymethyl)-4-pentyl-4,6-dihydro-5H-thieno[3,2-b]pyrrol-5-oneHCID 11962815—
Product4'-pentylspiro[furo[2,3-f][1,3]benzodioxole-7,6'-thieno[3,2-b]pyrrol]-5'(4'H)-oneHCID 11998192—

Reaction Steps

Following the procedure as described in EXAMPLE 1, and making non-critical variations using 6-(6-hydroxy-1,3-benzodioxol-5-yl)-6-(hydroxymethyl)-4-pentyl-4,6-dihydro-5H-thieno[3,2-b]pyrrol-5-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 (13%): 1H NMR (300 MHz, DMSO-d6) δ 7.30 (d, 1H), 6.79 (d, 1H), 6.46 (s, 1H), 6.16 (s, 1H), 5.88-5.83 (m, 2H), 4.86 (d, 1H), 4.62 (d, 1H), 3.80-3.56 (m, 2H), 1.73-1.11 (m, 6H), 0.88 (t, 3H); MS (ES+) m/z 358.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799798B2
Source datasetuspto-grants-2010_09
ORD IDord-d36f8d0485c049c3ae4c984e82b093fe
Source noteuspto-grants-2010_09