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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561656Generated: October 31, 2026

Trifluoroacetic acid → 3-{[2-Chloro-4-(trifluoromethyl)phenyl](cyclopropyl)methyl}-7-[(methylsulfanyl)methyl]-1H-indole

https://huagongshe.com/reaction/561656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant7-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392187—
Reactant[2-Chloro-4-(trifluoromethyl)phenyl](cyclopropyl)methanolHCID 58392518—
SolventDichloromethaneHCID 6344—
Product3-{[2-Chloro-4-(trifluoromethyl)phenyl](cyclopropyl)methyl}-7-[(methylsulfanyl)methyl]-1H-indoleHCID 58392406—

Reaction Steps

2.6 ml (33.8 mmol) of trifluoroacetic acid were added to 7.07 g (28.2 mmol) of the compound from Example 150A and 5.00 g (28.2 mmol) of the compound from Example 8A in 620 ml of dichloromethane, and the mixture was stirred at RT for 2 h. It was concentrated and the residue was purified by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate 98/2) and preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 960 mg (7% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-14453a4a734d4d06a7b9ff24b22a5fa9
Source noteuspto-grants-2011_11