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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499698Generated: October 30, 2026

Water → 4-{3-[1-(4-Amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile

https://huagongshe.com/reaction/1499698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-[3-Chloro-5-(1-chloroethyl)-6-methoxy-2-methylphenyl]pyridine-2-carbonitrileHCID 86677641—
ReactantHCID 178434474HCID 178434474—
SolventDimethylformamideHCID 6228—
Product4-{3-[1-(4-Amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrileHCID 86677642—

Reaction Conditions

Temperature30 °C

Reaction Steps

Sodium hydride (20 mg, 0.50 mmol) was added to a mixture of 4-[3-chloro-5-(1-chloroethyl)-6-methoxy-2-methylphenyl]pyridine-2-carbonitrile (90 mg, 0.28 mmol), 3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (63 mg, 0.42 mmol) in N,N-dimethylformamide (4 mL) and the reaction was stirred et 30° C. overnight. The mixture was cooled, treated with water and then filtered to provide the desired product. LCMS calculated for C22H21ClN7O (M+H)+: m/z=434.1; Found: 434.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199982B2
Source datasetuspto-grants-2015_12
ORD IDord-98860e0d2815455ba951ee7908db6f1f
Source noteuspto-grants-2015_12