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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280248Generated: October 30, 2026

Sodium Carbonate → HCID 71208067, compound

https://huagongshe.com/reaction/2280248

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolaneHCID 17750275—
ReactantHCID 71208900HCID 71208900—
ReactantHCID 178514824HCID 178514824—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 71208067HCID 71208067—

Reaction Conditions

Temperature75 °C

Reaction Steps

tert-butyl 6-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1,4-oxazepane-4-carboxylate (1.18 mmol) is dissolved in ethylene glycol dimethylether (50 mL) and water (10 mL). 4,4,5,5-tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane (1.47 mmol), palladium tetrakistriphenylphosphine (0.059 mmol) and sodium carbonate (2.95 mmol) are added and the reaction is heated for 12-20 hours. Additional boronate and palladium tetrakistriphenylphosphine are added and the reaction is heated at 60-90° C. for a further 20-24 hours. The reaction is concentrated under reduced pressure. The remaining residue was partitioned between dichloromethane and water. The organic layer is dried then concentrated under reduced pressure to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09138436B2
Source datasetuspto-grants-2015_09
ORD IDord-43cba0993caa4fc99894ff668d63a96f
Source noteuspto-grants-2015_09