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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133048Generated: October 27, 2026

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

https://huagongshe.com/reaction/133048

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-[4-(6-Methoxy-pyridin-3-ylmethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-phenyl-methanolHCID 69180737—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product(6-Methoxy-pyridin-3-ylmethyl)-[6-(4-chloromethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amineHCID 69181484—

Reaction Steps

A suspension of 3.28 g (9.1 mMol) of {4-[4-(6-methoxy-pyridin-3-ylmethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-phenyl}-methanol in 40 ml of acetonitrile, 40 ml of dioxane and 4 ml of SOCl2 is stirred for 1 h at RT. The mixture is dissolved in EtOAc and NaHCO3-solution, the aqueous layer separated off and extracted with EtOAc. The organic layers are washed with NaHCO3-solution, water and brine, dried (Na2SO4) and partially concentrated. The crystallized title compound can be filtered off, elemental analysis for C, H, and N, within 0.4%; of calculated value.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390805B2
Source datasetuspto-grants-2008_06
ORD IDord-8fe0af9c6132493d8fad7440912e5603
Source noteuspto-grants-2008_06