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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79539Generated: October 28, 2026

Trifluoroacetic acid → (R)-2-amino-3-(4-chlorophenyl)-1-(4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propan-1-one

https://huagongshe.com/reaction/79539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactant(R)-tert-butyl 3-(4-chlorophenyl)-1-oxo-1-(4-(5-phenyl-1H-pyrrolo [2,3-b]pyridin-4-yl)piperazin-1-yl)propan-2-ylcarbamateHCID 68761687—
SolventDichloromethaneHCID 6344—
Product(R)-2-amino-3-(4-chlorophenyl)-1-(4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propan-1-oneHCID 4419887790.6%

Reaction Steps

(R)-tert-Butyl 3-(4-chlorophenyl)-1-oxo-1-(4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propan-2-ylcarbamate (0.020 g, 0.036 mmol) was placed in DCM (3 mL). TFA (0.3 mL) was then added, and 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-3-(4-chlorophenyl)-1-(4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propan-1-one (0.015 g, 79% yield) as the dihydrochloride salt. MS ESI (+) m/z 460 detected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841304B2
Source datasetuspto-grants-2014_09
ORD IDord-5be3c9fbb4014f82a772c60bc43449a7
Source noteuspto-grants-2014_09