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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74897Generated: October 29, 2026

Pyridine → (S)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-((1-(methylsulfonyl)-piperidin-3-yl)methyl)pyrimidin-4-amine

https://huagongshe.com/reaction/74897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(R)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-(piperidin-3-ylmethyl)pyrimidin-4-amineHCID 68007219—
SolventDichloromethaneHCID 6344—
Product(S)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-((1-(methylsulfonyl)-piperidin-3-yl)methyl)pyrimidin-4-amineHCID 68007432—

Reaction Steps

To a solution of (R)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-(piperidin-3-ylmethyl)pyrimidin-4-amine, 12a, (0.018 g, 0.050 mmol) and pyridine (0.7 mL) in CH2Cl2 (0.7 mL) was added methanesulfonyl chloride (0.004 mL, 0.050 mmol). The reaction mixture was stirred at room temperature for 24 hours. The solvent was concentrated under reduced pressure and the resulting residue was purified by preparatory HPLC (0.1% TFA-H2O/acetonitrile) to afford the desired product, 36.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829007B2
Source datasetuspto-grants-2014_09
ORD IDord-61aa6dea2663455ab9c7fad3239bb45c
Source noteuspto-grants-2014_09