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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731838Generated: October 31, 2026

Sodium Carbonate → HCID 24905177, compound

https://huagongshe.com/reaction/731838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3,4,5-Trimethoxybenzeneboronic acidHCID 2734390—
Reactant3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 24905337—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 24905177HCID 2490517789%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 3,4,5-trimethoxyphenylboronic acid (123 mg, 0.58 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (70 mg, 0.23 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80° C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by silica gel column chromatography [MeOH—CH2Cl2, 2:98] to yield BA64 (70 mg, 89% yield). ESI-MS (M+H)+ m/z calcd 344.1, found 344.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585868B2
Source datasetuspto-grants-2009_09
ORD IDord-a06f13f051834fee882eb7a660211a05
Source noteuspto-grants-2009_09