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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333171Generated: October 31, 2026

Water → 3-Benzyl-5-(3,4,5-trimethoxy-phenyl)-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one

https://huagongshe.com/reaction/333171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 66778951HCID 66778951—
SolventMethanolHCID 887—
Product3-Benzyl-5-(3,4,5-trimethoxy-phenyl)-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-oneHCID 4623588813%

Reaction Steps

To a solution of 3-benzylidene-5-(3,4,5-trimethoxy-phenyl)-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one (41 mg, 0.106 mmol) in a mixture of MeOH (2 ml), THF (1 ml) and water (0.3 ml) was added sodium borohydride (40 mg, 1.06 mmol). The reaction was stirred at room temperature for 10 min after which it was quenched by the addition of 1 N HCl and partitioned between water and DCM. The residue was purified by preparatory HPLC to yield the title compound (5.2 mg, 13%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877772B2
Source datasetuspto-grants-2014_11
ORD IDord-d39eef97630b4b809f6085938ff04c1f
Source noteuspto-grants-2014_11