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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526883Generated: October 26, 2026

1-Propanesulfonyl chloride → (R)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-(1-(propylsulfonyl)piperidin-3-yl)pyrimidin-4-amine

https://huagongshe.com/reaction/526883

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Propanesulfonyl chlorideHCID 66279—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-(piperidin-3-yl)pyrimidin-4-amineHCID 57597738—
Solventdichloromethane N,N-dimethylformamideHCID 22350042—
Product(R)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-(1-(propylsulfonyl)piperidin-3-yl)pyrimidin-4-amineHCID 68007567—

Reaction Steps

To a solution of 2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-(piperidin-3-yl)pyrimidin-4-amine, 5c, (0.40 g, 1.15 mmol) in 10:1 mixture of CH2Cl2/DMF (8 mL) was added iPr2NEt (0.60 mL, 3.46 mmol) followed by 1-propanesulfonyl chloride (0.13 mL, 1.15 mmol). The reaction mixture was stirred at room temperature for 5 hours. The resulting residue was purified by preparatory HPLC (0.1% TFA-H2O/acetonitrile) to afford the desired product, 316.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345708B2
Source datasetuspto-grants-2016_05
ORD IDord-7eb82bc329ec488f823b56b2e32846ad
Source noteuspto-grants-2016_05