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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561576Generated: October 25, 2026

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

https://huagongshe.com/reaction/561576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Cyclopropyl-5-fluoroindan-1-olHCID 53256741—
Reactant7-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392187—
SolventDichloromethaneHCID 6344—
Product3-(1-Cyclopropyl-5-fluoro-2,3-dihydro-1H-inden-1-yl)-7-[(methylsulfanyl)methyl]-1H-indoleHCID 58392364—

Reaction Conditions

Temperature0 °C

Reaction Steps

200 mg (0.78 mmol) of the compound from Example 76A with a purity of 75% and 152 mg (0.86 mmol) of the compound from Example 8A were introduced into 3.8 ml of dichloromethane at 0° C., 0.07 ml (0.94 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 175 mg (64% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-e386a73f1f9d40dcb05ae4cc9b4b5d17
Source noteuspto-grants-2011_11