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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561626Generated: October 25, 2026

Trifluoroacetic acid → 3-(6-Chloro-1-cyclopropyl-2,3-dihydro-1H-inden-1-yl)-7-[(methylsulfanyl)methyl]-1H-indole

https://huagongshe.com/reaction/561626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAmmonium ChlorideHCID 25517—
Reactant7-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392187—
Reactant6-chloro-1-cyclopropyl-2,3-dihydro-1H-inden-1-olHCID 58392268—
SolventDichloromethaneHCID 6344—
Product3-(6-Chloro-1-cyclopropyl-2,3-dihydro-1H-inden-1-yl)-7-[(methylsulfanyl)methyl]-1H-indoleHCID 58392367—

Reaction Conditions

Temperature0 °C

Reaction Steps

0.03 ml (0.40 mmol) of trifluoroacetic acid was added to 70.0 mg (0.34 mmol) of the compound from Example 119A and 65.4 mg (0.37 mmol) of the compound from Example 8A in 1.6 ml of dichloromethane at 0° C., 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 52.4 mg (42% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-72b05fdea2a448f39462c631b0ccae06
Source noteuspto-grants-2011_11