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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561643Generated: October 31, 2026

Trifluoroacetic acid → 3-(5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-yl)-7-[(methylsulfanyl)methyl]-1H-indole

https://huagongshe.com/reaction/561643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-olHCID 58392170—
Reactant7-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392187—
SolventDichloromethaneHCID 6344—
Product3-(5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-yl)-7-[(methylsulfanyl)methyl]-1H-indoleHCID 58392098—

Reaction Steps

565 mg (2.82 mmol) of the compound from Example 171A and 0.26 ml (3.39 mmol) of trifluoroacetic acid were added to 500 mg (2.82 mmol) of the compound from Example 8A in 20 ml of dichloromethane. The reaction mixture was stirred at RT for 30 min, the solvent was removed in vacuo, and the crude product was then purified by preparative HPLC (mobile phase: acetonitrile/water gradient) and subsequent flash chromatography on silica gel (mobile phase: dichloromethane). 632 mg (62% of theory) of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-045a872f51894261811272af4c960035
Source noteuspto-grants-2011_11