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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931648Generated: November 2, 2026

Sodium Carbonate → HCID 57965047, compound

https://huagongshe.com/reaction/1931648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPotassium CarbonateHCID 11430—
ReactantSesamolHCID 68289—
ReactantTert-butyl 4-(4-chloro-1H-pyrazolo[3,4-D]pyrimidin-1-YL)piperidine-1-carboxylateHCID 57964905—
SolventDimethylformamideHCID 6228—
ProductHCID 57965047HCID 5796504710%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of Benzo[1,3]dioxol-5-ol (Aldrich Chemical Company, Inc., Milwaukee, Wis., USA; 11 mg, 0.074 mmol), 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 19; 25 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-(Benzo[1,3]dioxol-5-yloxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (3 mg, 10%) as a white solid. Mass spectrum MH+=440.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188098B2
Source datasetuspto-grants-2012_05
ORD IDord-a88062cf4d374880b22c31f29a0181c5
Source noteuspto-grants-2012_05