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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238019Generated: October 29, 2026

Ethanol → HCID 24905189, compound

https://huagongshe.com/reaction/238019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant3,4-Dimethoxyphenylboronic acidHCID 2734702—
Reactant3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 24905337—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 24905189HCID 2490518928%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 3,4-dimethoxyphenylboronic acid (41 mg, 0.23 mmol) in EtOH (1.65 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (30 mg, 0.09 mmol) in DME (6 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (0.95 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) to yield BA90 (8.4 mg, 28% yield). ESI-MS (M+H)+ m/z calcd 340.2, found 340.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642604B2
Source datasetuspto-grants-2014_02
ORD IDord-f378327347d94b6f9783a3dd304921a8
Source noteuspto-grants-2014_02