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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475694Generated: October 30, 2026

Triphenylphosphine → 1-{3-[2-(5-Chloro-2-fluoro-phenyl)-ethoxy]-4-methoxy-benzoylamino}-cycloheptanecarboxylic acid methyl ester

https://huagongshe.com/reaction/1475694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant2-(5-Chloro-2-fluorophenyl)ethan-1-olHCID 67076450—
ReactantHCID 67170485HCID 67170485—
SolventTetrahydrofuranHCID 8028—
Product1-{3-[2-(5-Chloro-2-fluoro-phenyl)-ethoxy]-4-methoxy-benzoylamino}-cycloheptanecarboxylic acid methyl esterHCID 6716898471.4%

Reaction Steps

The compound of step 2 (80 mg, 0.249 mmol) and triphenylphosphine (98 mg, 0.374 mmol) were dissolved in THF. 2-(5-Chloro-2-fluoro-phenyl)-ethanol (48 mg, 0.274 mmol) and DIAD (80.3 mg, 0.374 mmol) were added and the mixture was stirred at room temperature for 2 h. The volatiles were evaporated in vacuo and the residue was purified by preparative RP HPLC (water/ACN gradient) to give 85 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018383B2
Source datasetuspto-grants-2015_04
ORD IDord-0a0c59e5886c4ff29169d70a1350d8c8
Source noteuspto-grants-2015_04