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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589507Generated: October 25, 2026

Dimethylformamide → 4-Chlorocarbonyl-3-fluoro-benzoic acid methyl ester

https://huagongshe.com/reaction/589507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant2-Fluoro-4-(methoxycarbonyl)benzoic acidHCID 59295093—
SolventDichloromethaneHCID 6344—
Product4-Chlorocarbonyl-3-fluoro-benzoic acid methyl esterHCID 86731001—

Reaction Steps

2-Fluoro-terephthalic acid 4-methyl ester (J. Med. Chem., 52(19), 5950-5966; 2009) (500 mg, 2.25 mmol) was suspended in DCM (10 ml). Then oxalyl chloride (5.08 ml, 58.0 mmol) and a drop of DMF were added. The resulting mixture was refluxed for 14 hrs. The solvents were removed in vacuo, and the resulting crude Intermediate 33 was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233111B2
Source datasetuspto-grants-2016_01
ORD IDord-96fa0fbf51974fbc95273a4c266cfbfe
Source noteuspto-grants-2016_01