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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561577Generated: October 25, 2026

Trifluoroacetic acid → 3-(1-Cyclopropyl-5-fluoro-2,3-dihydro-1H-inden-1-yl)-5-fluoro-7-[(methylsulfanyl)methyl]-1H-indole

https://huagongshe.com/reaction/561577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Cyclopropyl-5-fluoroindan-1-olHCID 53256741—
Reactant5-Fluoro-7-[(methylsulfanyl)methyl]-1H-indoleHCID 58392227—
SolventDichloromethaneHCID 6344—
Product3-(1-Cyclopropyl-5-fluoro-2,3-dihydro-1H-inden-1-yl)-5-fluoro-7-[(methylsulfanyl)methyl]-1H-indoleHCID 58392377—

Reaction Conditions

Temperature0 °C

Reaction Steps

633 mg (2.47 mmol) of the compound from Example 76A with a purity of 75% and 530 mg (2.71 mmol) of the compound from Example 11A were introduced into 12 ml of dichloromethane at 0° C., 0.23 ml (2.96 mmol) of trifluoroacetic acid was added, and the mixture was stirred at 0° C. for 4 h. It was diluted with dichloromethane and added to saturated aqueous ammonium chloride solution, the phases were separated, the aqueous phase was extracted with dichloromethane, and the combined organic phases were dried over magnesium sulfate, filtered and concentrated. The residue was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 570 mg (63% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-d30bdbcd611c46f2bdb36e3e3b9ab9d1
Source noteuspto-grants-2011_11