Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731834Generated: October 25, 2026

Sodium Carbonate → 3-(4-fluoro-3-methoxyphenyl)-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

https://huagongshe.com/reaction/731834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 24905337—
Reactant(4-Fluoro-3-methoxyphenyl)boronic acidHCID 44558185—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-(4-fluoro-3-methoxyphenyl)-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 2490517544.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 4-fluoro-3-methoxyphenylboronic acid (61 mg, 0.36 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (90 mg, 0.30 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 BA62 (40 mg, 44% yield). ESI-MS (M+H)+ m/z calcd 302, found 302.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585868B2
Source datasetuspto-grants-2009_09
ORD IDord-cc822634112346b3919047cda7fd0336
Source noteuspto-grants-2009_09