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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875913Generated: October 29, 2026

Cyclopentanecarbonyl chloride → N-(5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopentanecarboxamide

https://huagongshe.com/reaction/875913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentanecarbonyl chlorideHCID 78284—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amineHCID 58195565—
SolventTetrahydrofuranHCID 8028—
ProductN-(5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopentanecarboxamideHCID 6020568461.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

N-Ethyl-N-isopropylpropan-2-amine (279 mg, 2.16 mmol) followed by cyclopentanecarbonyl chloride (143 mg, 1.08 mmol) were added dropwise to 5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (200 mg, 1.08 mmol) in THF (10 mL) at 0° C. The reaction mixture was stirred at 0° C. for 1 hour and then concentrated to dryness. The residue was triturated in water and then filtered. The solid was washed with ACN and dried under vacuum to provide N-(5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopentanecarboxamide (186 mg, 61% yield) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981085B2
Source datasetuspto-grants-2015_03
ORD IDord-07846139100748baa04ca5be3dd98331
Source noteuspto-grants-2015_03