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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931613Generated: October 30, 2026

4-(Methylsulfonyl)aniline → 4-[4-(4-Methanesulfonyl-phenylamino)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1931613

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Methylsulfonyl)anilineHCID 79617—
ReactantTert-butyl 4-(4-chloro-1H-pyrazolo[3,4-D]pyrimidin-1-YL)piperidine-1-carboxylateHCID 57964905—
Product4-[4-(4-Methanesulfonyl-phenylamino)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl esterHCID 53257791—

Reaction Steps

4-[4-(4-Methanesulfonyl-phenylamino)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester was prepared according to General Procedure C by the reaction of 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate E1) with 4-(methylsulfonyl)aniline (available from Oakwood Products, Inc., West Columbia, S.C., USA). 1H NMR (400 MHz, DMSO-d6) δ 1.43 (s, 9H), 1.90-2.00 (m, 4H), 2.92-3.05 (m, 2H), 3.30 (methyl sulfonyl and water peak), 4.03-4.10 (m, 2H), 4.91-4.95 (m, 1H), 7.92-7.94 (m, 2H), 8.17-8.19 (m, 2H), 8.32 (s, 1H), 8.54 (s, 1H), 10.50 (s, 1H). Mass spectrum MH+=473.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188098B2
Source datasetuspto-grants-2012_05
ORD IDord-df7855016e124f35a3cd3b0230b3c195
Source noteuspto-grants-2012_05