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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245212Generated: October 29, 2026

Methanol → HCID 136338336, compound

https://huagongshe.com/reaction/245212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantOxalyl chlorideHCID 65578—
ReactantHCID 136338343HCID 136338343—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 136338336HCID 136338336—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of 6-fluoro-7-hydroxy-3-methyl-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid (9.0 g, 24.64 mmol) in dichloromethane (120 mL) at 0° C. was added 5 drops of DMF. Oxalyl chloride (3.24 mL, 37.0 mmol) was added slowly. The mixture was stirred at 0° C. for 1 h. The mixture was warmed to room temperature, and an additional portion of oxalyl chloride (3.24 mL, 37.0 mmol) was added. The reaction mixture was stirred overnight. Methanol (50 mL) was added and the mixture was stirred overnight. The solvent was removed under reduced pressure to afford methyl 6-fluoro-7-hydroxy-3-methyl-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate. This material was used without further purification in the next step. MS (m/z) 380.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658636B2
Source datasetuspto-grants-2014_02
ORD IDord-d80c10603faf493aa67228ffad493ab2
Source noteuspto-grants-2014_02