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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295664Generated: October 25, 2026

Thionyl Chloride → (2-Methoxy-pyridin-4-yl)-[6-(4-chloromethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine

https://huagongshe.com/reaction/1295664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant{4-[4-(2-methoxy-pyridin-4-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-phenyl}-methanolHCID 69180544—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
SolventSodium BicarbonateHCID 516892—
Product(2-Methoxy-pyridin-4-yl)-[6-(4-chloromethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amineHCID 69182275—

Reaction Steps

At 0° C., a suspension of 1.23 g (3.5 mMol) of {4-[4-(2-methoxy-pyridin-4-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-phenyl}-methanol in 18 ml of acetonitrile, 18 ml of dioxane and 1.5 ml of SOCl2 is prepared at 0° C. and then stirred for 4.5 h at RT. The mixture is diluted with 0.2 I of EtOAc and 0.1 I of saturated NaHCO3-solution, stirred and the title compound filtered off; MS-ES+: (M+H)+=366. More product can be obtained by extraction of the filtrate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244729B2
Source datasetuspto-grants-2007_07
ORD IDord-b953aa4a7f304d45af5fefaba687533d
Source noteuspto-grants-2007_07