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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931633Generated: November 2, 2026

3-Fluoro-4-(methylsulfonyl)phenol → 4-[4-(3-Fluoro-4-methanesulfonyl-phenoxy)pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid isopropyl ester

https://huagongshe.com/reaction/1931633

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluoro-4-(methylsulfonyl)phenolHCID 23145620—
ReactantHCID 44514990HCID 44514990—
Reactant4-(4-Chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl esterHCID 57544417—
SolventDimethylformamideHCID 6228—
Product4-[4-(3-Fluoro-4-methanesulfonyl-phenoxy)pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid isopropyl esterHCID 5796493340%

Reaction Steps

4-[4-(3-Fluoro-4-methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid isopropyl ester was prepared using the procedure described above for the preparation of 4-(2-fluoro-4-methanesulfonyl-phenoxy)-1-[4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidine (Example 129) by the reaction of 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl ester (Intermediate 20) with 3-fluoro-4-methanesulfonyl-phenol (Intermediate 2) in dimethylformamide. The product was purified by flash chromatography, eluting with 5% methanol/dichloromethane to give 4-[4-(3-fluoro-4-methanesulfonyl-phenoxy)pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid isopropyl ester (70 mg, 40%) as a white solid. Mass spectrum (ES) MH+=478.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188098B2
Source datasetuspto-grants-2012_05
ORD IDord-486d4007038d4e41ba0f1ea0005490f2
Source noteuspto-grants-2012_05