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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678534Generated: November 2, 2026

4-Methylmorpholine → 2'-Chloro-5'-(2-fluoro-4-morpholin-4-yl-phenylcarbamoyl)-biphenyl-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1678534

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-Fluoro-4-morpholinoanilineHCID 1485330—
Reactant4-Chloro-3-(4-ethoxycarbonylphenyl)benzoic acidHCID 53227884—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2'-Chloro-5'-(2-fluoro-4-morpholin-4-yl-phenylcarbamoyl)-biphenyl-4-carboxylic acid ethyl esterHCID 67371223—

Reaction Steps

A mixture of 6-chloro-biphenyl-3,4′-dicarboxylic acid 4′-ethyl ester (213 mg), 3-fluoro-4-morpholin-4-yl-phenylamine (179 mg), EDAC (174 mg), HOBT (123 mg) and N-methylmorpholine (200 μl) in DMF (3 ml) was stirred at room temperature. After 11 h, water (30 ml) was added and the resulting suspension filtered. The residue was then purified by chromatography. Elution with 1:1 ethyl acetate:petrol gave a brown oil (235 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008303B2
Source datasetuspto-grants-2011_08
ORD IDord-2a74595c25314e6dad8db0b72a887e34
Source noteuspto-grants-2011_08