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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731817Generated: October 29, 2026

Sodium Carbonate → HCID 24905160, compound

https://huagongshe.com/reaction/731817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Cyanophenylboronic acidHCID 2734325—
Reactant3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 24905337—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 24905160HCID 2490516041.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 3-Cyanophenylboronic acid (23 mg, 0.15 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 BA39 (14.9 mg, 41% yield). ESI-MS (M+H)+ m/z calcd 279.1, found 279.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585868B2
Source datasetuspto-grants-2009_09
ORD IDord-2c14bf59a2514280afb424f6e613f9b8
Source noteuspto-grants-2009_09