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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289951Generated: November 2, 2026

Methanol → HCID 178493650, compound

https://huagongshe.com/reaction/2289951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178522923HCID 178522923—
SolventAcetic AcidHCID 176—
SolventDimethylformamideHCID 6228—
ProductHCID 178493650HCID 178493650—

Reaction Conditions

Temperature140 °C

Reaction Steps

N-((4-Chlorophenyl)methyl)-4-hydroxy-6,7,8-trifluoro-3-quinolinecarboxamide (366 mg) from Example No. 15 and sodium hydride (60% dispersion, 40 mg) are dissolved in DMF (10 mL) and to the mixture is added methanol (200 μL). Additional sodium hydride (40 mg) is added, and the mixture is heated at 140° C. for 1 h. The reaction mixture is allowed to cool to rt, poured into water (50 mL), acidified with acetic acid (10 mL), and is filtered. The crude product is purified by column chromatography (hexane/2-propanol, 95/5) to afford 68 mg of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06093732
Source datasetuspto-grants-2000_07
ORD IDord-cea067265dcd492489737bffe25f5e11
Source noteuspto-grants-2000_07