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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561638Generated: October 31, 2026

Trifluoroacetic acid → 3-[1-Cyclopropyl-1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indole

https://huagongshe.com/reaction/561638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant7-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392187—
Reactantalpha-Cyclopropyl-2,3-dihydro-alpha-methyl-1,4-benZodioxin-6-methanolHCID 58392439—
SolventDichloromethaneHCID 6344—
Product3-[1-Cyclopropyl-1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 44595385—

Reaction Steps

400 mg (1.82 mmol) of the compound from Example 142A and 0.17 ml (2.18 mmol) of trifluoroacetic acid were added to 322 mg (1.82 mmol) of the compound from Example 8A in 3 ml of dichloromethane. The reaction mixture was stirred at RT for 30 min, and the crude product was then purified twice by preparative HPLC (mobile phase: acetonitrile/water gradient) and by recrystallization from acetonitrile. 184 mg (27% 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-909aea943d0c46ecbdb73445f790f4d0
Source noteuspto-grants-2011_11