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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1937316Generated: November 2, 2026

Methanol → 7-Chloro-1-(hydroxymethyl)-5-methyl-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indol-4-one

https://huagongshe.com/reaction/1937316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium borohydrideHCID 4311764—
ReactantEthyl 7-chloro-5-methyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxylateHCID 15461900—
SolventTetrahydrofuranHCID 8028—
Product7-Chloro-1-(hydroxymethyl)-5-methyl-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indol-4-oneHCID 15461901—

Reaction Steps

2.5 g (66.1 mmol) of sodium borohydride are added to a solution of 4.04 g (10.6 mmol) of ethyl 7-chloro-5-methyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxylate in 150 ml of tetrahydrofuran. 2.25 ml of methanol are then gradually added, with stirring, and then the mixture is heated under reflux for 5 h.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06395729B1
Source datasetuspto-grants-2002_05
ORD IDord-22b8267e1d2b4146bf3851c007d7d556
Source noteuspto-grants-2002_05