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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529320Generated: November 4, 2026

Trifluoroacetic acid → (R)-5-(2-chloro-6-fluorophenyl)-3-(6-(piperidin-3-yloxy)pyrazin-2-yl)-1H-indole bis(2,2,2-trifluoroacetate)

https://huagongshe.com/reaction/1529320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(R)-tert-butyl 3-(6-(5-(2-chloro-6-fluorophenyl)-1H-indol-3-yl)pyrazin-2-yloxy)piperidine-1-carboxylateHCID 67960707—
SolventDichloromethaneHCID 6344—
Product(R)-5-(2-chloro-6-fluorophenyl)-3-(6-(piperidin-3-yloxy)pyrazin-2-yl)-1H-indole bis(2,2,2-trifluoroacetate)HCID 86709771—

Reaction Steps

To a solution of (R)-tert-butyl 3-(6-(5-(2-chloro-6-fluorophenyl)-1H-indol-3-yl)pyrazin-2-yloxy)piperidine-1-carboxylate (0.077 g, 0.147 mmol) in 1.5 mL DCM was added TFA (0.170 mL, 2.208 mmol). After 30 min, the reaction was concentrated in vacuo, taken up in DMSO, and purified by RPHPLC, 10-100% ACN/H2O with 0.1% TFA; product-containing fractions were combined and concentrated in vacuo to give (R)-5-(2-chloro-6-fluorophenyl)-3-(6-(piperidin-3-yloxy)pyrazin-2-yl)-1H-indole bis(2,2,2-trifluoroacetate) as an orange solid. MS (ESI, pos. ion) m/z: 423 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090593B2
Source datasetuspto-grants-2015_07
ORD IDord-cd6459ea45a54c91862ce327ef293f17
Source noteuspto-grants-2015_07