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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237997Generated: October 29, 2026

Sodium Carbonate → HCID 135750268, compound

https://huagongshe.com/reaction/237997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Hydroxyphenylboronic acidHCID 2734360—
Reactant3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 24905337—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 135750268HCID 13575026834.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 4-Hydroxyphenylboronic acid (30 mg, 0.14 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (40 mg, 0.13 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 RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA56 (12 mg, 32% yield). ESI-MS (M+H)+ m/z calcd 270.1, found 270.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642604B2
Source datasetuspto-grants-2014_02
ORD IDord-7c4f0906b33345caadcdaff35a090d09
Source noteuspto-grants-2014_02