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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566328Generated: October 31, 2026

Sodium Carbonate → HCID 135702869, compound

https://huagongshe.com/reaction/566328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Aminophenylboronic acid monohydrateHCID 14389423—
ReactantHCID 135479984HCID 135479984—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
ProductHCID 135702869HCID 1357028696.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

697 mg (4.5 mmol) of 3-aminophenylboronic acid monohydrate and 150 mg of tetrakistriphenylphosphine-palladium are added under argon to a solution of 1.66 g (3.47 mmol) of 6-(4-bromo-benzyl)-1-(1-methyl-4-phenyl-butyl)-3-ethyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one in 38 ml of THF, and the mixture is stirred for one hour at 70° C. After 4.9 ml of 1N Na2CO3 solution have been added, the mixture is stirred for a further 4 hours at 70° C., the solvent is removed in vacuo, and the residue is taken up in CH2Cl2. The mixture is extracted with 2N HCl, and the aqueous phase is rendered alkaline with 1N NaOH and extracted twice with CH2Cl2. After the extract has been dried over Na2SO4, the solvent is removed in vacuo. Purification by chromatography (toluene/ethyl acetate=4:1) gives 110 mg (6.4%) of a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06174884B1
Source datasetuspto-grants-2001_01
ORD IDord-f9fb7525a54e4bbdb21da2327a7c034f
Source noteuspto-grants-2001_01