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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79522Generated: October 28, 2026

Trifluoroacetic acid → (r)-2-Amino-1-(4-(5-bromo-1h-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)-2-cyclohexylethanone

https://huagongshe.com/reaction/79522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactant(R)-tert-Butyl 2-(4-(5-bromo-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)-1-cyclohexyl-2-oxoethylcarbamateHCID 68758555—
SolventDichloromethaneHCID 6344—
Product(r)-2-Amino-1-(4-(5-bromo-1h-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)-2-cyclohexylethanoneHCID 4419875262.6%

Reaction Steps

(R)-tert-Butyl 2-(4-(5-bromo-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)-1-cyclohexyl-2-oxoethylcarbamate (0.010 g, 0.019 mmol) was placed in DCM (3 mL) at room temperature. TFA (0.3 mL) was then added. The reaction was stirred at room temperature for 1 hour. The reaction was then concentrated to dryness, dissolved in minimal DCM, and added dropwise to a stirring solution of 1M HCl in ether. The solid product was filtered, washed with ether, and dried to give (R)-2-amino-1-(4-(5-bromo-1H-pyrrolo[2,3-b]pyri din-4-yl)piperazin-1-yl)-2-cyclohexylethanone (0.005 g, 62% yield) as the dihydrochloride salt. MS ESI (+) m/z 421 detected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841304B2
Source datasetuspto-grants-2014_09
ORD IDord-f4f16e6457164f6688e4c6f5ef7da4b7
Source noteuspto-grants-2014_09