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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564018Generated: October 26, 2026

6-Phenoxy-3-pyridinamine → 4-Chloro-N1-(6-phenoxy-pyridin-3-yl)-N3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-isophthalamide

https://huagongshe.com/reaction/564018

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Phenoxy-3-pyridinamineHCID 212856—
Reactant4-chloro-3-(1H-pyrrolo[2,3-b]pyridin-5-ylcarbamoyl)-benzoyl chlorideHCID 86637255—
SolventDichloromethaneHCID 6344—
Product4-Chloro-N1-(6-phenoxy-pyridin-3-yl)-N3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-isophthalamideHCID 2481202037%

Reaction Steps

6-Phenoxy-pyridin-3-ylamine (0.078 g, 0.42 mmol) was added to a solution of 4-chloro-3-(1H-pyrrolo[2,3-b]pyridin-5-ylcarbamoyl)-benzoyl chloride in DCM (5 ml) and the reaction stirred at room temperature for 2 hours. The solvent was removed under reduced pressure and the crude product triturated with acetonitrile:water (1:1, 10 ml). The solid was filtered to afford 4-Chloro-N1-(6-phenoxy-pyridin-3-yl)-N3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-isophthalamide as the hydrochloride salt, 0.086 g, (37% yield) over two steps.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067599B2
Source datasetuspto-grants-2011_11
ORD IDord-314470b9bba3483e960fc1ec9abd4302
Source noteuspto-grants-2011_11