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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 432512Generated: November 1, 2026

Potassium Carbonate → HCID 22346839, compound

https://huagongshe.com/reaction/432512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl bromoacetateHCID 79177—
Reactant3-(4-phenoxyphenyl)-1-(piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 22347262—
SolventDimethylformamideHCID 6228—
ProductHCID 22346839HCID 2234683976.9%

Reaction Steps

To a mixture of 3-(4-phenoxyphenyl)-1-(4-piperidyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (0.10 g, 0.00026 mol, 1 eq.) and potassium carbonate (0.072 g, 0.000526 mol, 2 eq.) in anhydrous N,N-dimethylformamide (8 mL) was added tert-butyl 2-bromoacetate (0.0768 g, 0.00039 mol, 1.5 eq.) at room temperature. The mixture was stirred at room temperature for 18 hours. The solvent was removed under reduced pressure. The residue was dissolved in dichloromethane (5 mL) and washed with water (3 mL). The solvent was removed under reduced pressure. The residue was purified by flash chromatography on silica gel using methanol/dichloromethane (5:95) as mobile phase to yield tert-butyl 2-{4-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidino}acetate (0.10 g, 0.0002 mol). RP-HPLC (Delta Pak C18, 5 μm, 300 A, 15 cm; 5%-85% acetonitrile-0.1M ammonium acetate over 10 min, 1 mL/min) Rt 11.8 min. MS: MH+ 501.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660744B1
Source datasetuspto-grants-2003_12
ORD IDord-ed61aea4f5384db6993cc327024015f7
Source noteuspto-grants-2003_12