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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561633Generated: October 26, 2026

Trifluoroacetic acid → 3-[1-Cyclopropyl-1-(4-methylphenyl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indole

https://huagongshe.com/reaction/561633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactantalpha-Cyclopropyl-alpha,4-dimethylbenzenemethanolHCID 98258—
Reactant7-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392187—
SolventDichloromethaneHCID 6344—
Product3-[1-Cyclopropyl-1-(4-methylphenyl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 58392280—

Reaction Steps

0.23 ml (3.00 mmol) of trifluoroacetic acid was added to 885 mg (4.99 mmol) of the compound from Example 8A and 440 mg (2.50 mmol) of the compound from Example 137A in 44 ml of dichloromethane, and the mixture was stirred at RT overnight. The reaction mixture was concentrated in a rotary evaporator. The residue was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 87.4 mg (10% of theory) of the title compound as mixture of diastereomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-4da1d5476b2e4fe384010306eb100e3c
Source noteuspto-grants-2011_11