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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79529Generated: October 29, 2026

Trifluoroacetic acid → (r)-2-Amino-3-(4-chlorophenyl)-1-(4-(5-(3-fluorophenyl)-1h-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propan-1-one

https://huagongshe.com/reaction/79529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactant(R)-tert-butyl 3-(4-chlorophenyl)-1-(4-(5-(3-fluorophenyl)-1H-pyrrolo [2,3-b]pyridin-4-yl)piperazin-1-yl)-1-oxopropan-2-ylcarbamateHCID 68761478—
SolventDichloromethaneHCID 6344—
Product(r)-2-Amino-3-(4-chlorophenyl)-1-(4-(5-(3-fluorophenyl)-1h-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propan-1-oneHCID 4419875348.3%

Reaction Steps

(R)-tert-Butyl 3-(4-chlorophenyl)-1-(4-(5-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)-1-oxopropan-2-ylcarbamate (0.045 g, 0.078 mmol) was placed in DCM (3 mL) at room temperature. 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-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyri din-4-yl)piperazin-1-yl)propan-1-one (0.018 g, 48% yield) as the dihydrochloride salt. MS ESI (+) m/z 478 detected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841304B2
Source datasetuspto-grants-2014_09
ORD IDord-dd46ea0f0fda4dcca578b4f1a3fa2f22
Source noteuspto-grants-2014_09