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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561687Generated: October 31, 2026

Trifluoroacetic acid → HCID 58392176, compound

https://huagongshe.com/reaction/561687

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAmmonium ChlorideHCID 25517—
Reactantindium(III)chlorideHCID 159675—
Reactant2-[(4-Chloro-2-methoxyphenyl)(hydroxy)methyl]cyclopropanecarbonitrileHCID 58392167—
Reactant5-Fluoro-7-[(methylsulfonyl)methyl]-1H-indoleHCID 58392318—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 58392176HCID 58392176—

Reaction Steps

104 mg (0.47 mmol) of indium(III) chloride and 0.05 ml (0.70 mmol) of trifluoroacetic acid were added to 93.0 mg (0.39 mmol) of the compound from Example 163A and 121 mg (0.47 mmol) of the compound from Example 87A with a purity of 88% under argon in 5 ml of 1,2-dichloroethane, and the mixture was heated under reflux for 2 h. Addition of the reaction mixture to saturated aqueous ammonium chloride solution was followed by extraction with dichloromethane, drying over magnesium sulfate, filtration and concentration. The residue was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 35.0 mg (20% of theory) of diastereomer 1 and 31.3 mg (18% of theory) of diastereomer 2 of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-8f34963b4a224b85ae4f31117c1492ab
Source noteuspto-grants-2011_11