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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931657Generated: November 4, 2026

Sodium Carbonate → HCID 57965021, compound

https://huagongshe.com/reaction/1931657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPotassium CarbonateHCID 11430—
Reactant4,5-Difluoro-2-hydroxybenzonitrileHCID 23148985—
ReactantTert-butyl 4-(4-chloro-1H-pyrazolo[3,4-D]pyrimidin-1-YL)piperidine-1-carboxylateHCID 57964905—
SolventDimethylformamideHCID 6228—
ProductHCID 57965021HCID 5796502113%

Reaction Steps

A mixture of 4,5-difluoro-2-hydroxy-benzonitrile (Lancaster Synthesis Ltd. (Lancashire, UK; 14 mg, 0.089 mmol), 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 19; 30 mg, 0.089 mmol), and potassium carbonate (27 mg, 0.196 mmol) in dimethylformamide (1 mL) was heated in a microwave oven at 160° C. for 10 min. Saturated sodium carbonate solution was added to the reaction mixture, and the mixture was then filtered through a pad of silica gel to remove the precipitate. The silica gel pad was washed with methanol and the solvents were evaporated from the filtrate. The residue was purified by HPLC to give 4-[4-(2-cyano-4,5-difluoro-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (5 mg, 13%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188098B2
Source datasetuspto-grants-2012_05
ORD IDord-19f23ded9b674d6d932dc49adb8763fe
Source noteuspto-grants-2012_05