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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417883Generated: October 25, 2026

Methanol → 5-(but-3-en-1-ynyl)-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo [2,3-d]pyrimidin-2-amine

https://huagongshe.com/reaction/417883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCesium fluorideHCID 25953—
Reactant4-(2-amino-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo [2,3-d]pyrimidin-5-yl)but-3-ynyl 4-methylbenzenesulfonateHCID 86608232—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product5-(but-3-en-1-ynyl)-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo [2,3-d]pyrimidin-2-amineHCID 5771381379.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 4-(2-amino-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo [2,3-d]pyrimidin-5-yl)but-3-ynyl 4-methylbenzenesulfonate (516 mg) and CsF (2.0 g) in DMF (7.0 mL) was heated to 70° C. for 1 h. Work-up and flash chromatography (1→3% MeOH in DCM) gave the title compound (280 mg), as a pale yellow oil. HPLC Rt=5.90 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093229B2
Source datasetuspto-grants-2012_01
ORD IDord-cb43ebc047014c71ba633469e0cfbeb8
Source noteuspto-grants-2012_01