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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411567Generated: October 30, 2026

Water → HCID 178437897, compound

https://huagongshe.com/reaction/411567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 178437896HCID 178437896—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 178437897HCID 17843789759.3%

Reaction Steps

To a stirred mixture of 100 mg (0.2 mmol) of 1-(2,4,6-trichlorophenyl)-3-ethyl-6-(4-bromobenzyl)pyrazolo[3,4-d]pyrimidin-4-one and 38 mg (0.25 mmol) of 4-methoxyphenylboronic acid in 10 mL of toluene, 0.5 mL of EtOH, and 2 mL of 2 M Na2CO3 was added to 5 mg of Pd(Ph3P)4. The mixture was heated to reflux overnight, poured into water, and extracted with CHCl3. The organic extract was dried (MgSO4), filtered through celite, chromatographed (elution with 5% MeOH/CH2Cl2), and recrystallized to afford 64 mg (59%) of 1-(2,4,6-trichlorophenyl)-3-ethyl-6-(4-(4-methoxyphenyl)benzyl) pyrazolo[3,4-d]pyrimidin-4-one as a pale brown powder, mp 275-277° C., Mass spec.: 537 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06559152B2
Source datasetuspto-grants-2003_05
ORD IDord-342b46992e6046feb2ef9300f4ef750b
Source noteuspto-grants-2003_05