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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245099Generated: October 30, 2026

4-Fluorobenzonitrile → HCID 69609738, compound

https://huagongshe.com/reaction/1245099

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluorobenzonitrileHCID 14517—
ReactantTyrosine Methyl EsterHCID 70652—
Reactant4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acidHCID 2782719—
ProductHCID 11398657HCID 1139865766%
ProductHCID 69609738HCID 6960973875%

Reaction Steps

3-(4-Hydroxy-phenyl)-(2S)-[(4′-trifluoromethyl-biphenyl-4-carbonyl)-amino]-propionic acid methyl ester (664 mg, 75%) was prepared starting from 4′-trifluoromethyl-biphenyl-4-carboxylic acid (532 mg, 2.0 mmol) and tyrosine methyl ester (462 mg, 2.0 mmol) according to general procedure A. The above compound (443 mg, 1.0 mmol) was treated with 1-fluoro-4-cyanobenzene (181 mg, 1.5 mmol) following general procedure B to give 3-[4-(4-cyano-phenoxy)-phenyl]-(2S)-[(4′-trifluoromethyl-biphenyl-4-carbonyl)-amino]-propionic acid methyl ester (360 mg, 66%). The ester was hydrolyzed following general procedure C to give the title compound (345 mg, 99%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122580B2
Source datasetuspto-grants-2006_10
ORD IDord-2b4961211adc4830a1608ecb16c53b13
Source noteuspto-grants-2006_10