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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931669Generated: November 2, 2026

Sodium Carbonate → HCID 57965023, compound

https://huagongshe.com/reaction/1931669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPotassium CarbonateHCID 11430—
Reactant4-HydroxybenzamideHCID 65052—
ReactantTert-butyl 4-(4-chloro-1H-pyrazolo[3,4-D]pyrimidin-1-YL)piperidine-1-carboxylateHCID 57964905—
SolventDimethylformamideHCID 6228—
ProductHCID 57965023HCID 5796502318%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 4-hydroxy-benzamide (Aldrich Chemical Company, Inc., Milwaukee, Wis., USA; 13 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-(4-carbamoyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (7 mg, 18%) as a white solid. Mass spectrum MH+=439.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188098B2
Source datasetuspto-grants-2012_05
ORD IDord-62d1dcbf134e4cdaac25df54d84114b2
Source noteuspto-grants-2012_05