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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857936Generated: November 1, 2026

Cesium carbonate → 4-Chloro-1-(6-chloro-4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamine

https://huagongshe.com/reaction/857936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amineHCID 11789625—
Reactant2-Chloro-6-(chloromethyl)-4-methoxy-3,5-dimethylpyridineHCID 21882889—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-Chloro-1-(6-chloro-4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamineHCID 58878116—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-chloro-1H-pyrazolo[3,4-d]pyrimidin-6-ylamine (124 mg), Cs2CO3 (392 mg) and crude 2-chloro-6-chloromethyl-4-methoxy-3,5-dimethyl-pyridine (200 mg) in DMF (2 ml) was heated to 80° C. for 1 h, diluted with EtOAc and washed with water. Concentration and purification by preparative TLC (EtOAc) gave the title compound. R.t. 6.43 min. 1H-NMR (CDCl3) δ 7.86 (s, 1H), 5.48 (s, 2H), 5.37 (s, 2H), 3.71 (s, 3H), 2.27 (s, 3H), 2.15 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148228B2
Source datasetuspto-grants-2006_12
ORD IDord-e091141bf5ad42fda4aa5a4240fce9d6
Source noteuspto-grants-2006_12