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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931652Generated: November 2, 2026

2-Hydroxybenzonitrile → 4-[4-(2-Cyano-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1931652

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-HydroxybenzonitrileHCID 11907—
ReactantTert-butyl 4-(4-chloro-1H-pyrazolo[3,4-D]pyrimidin-1-YL)piperidine-1-carboxylateHCID 57964905—
SolventDimethylformamideHCID 6228—
Product4-[4-(2-Cyano-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl esterHCID 44514401—

Reaction Steps

4-[4-(2-Cyano-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester was prepared according to General Procedure B by the reaction of 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 19) with 2-hydroxybenzonitrile (available from Alfa Aesar, Ward Hill, Mass., USA) in dimethylformamide. 1H NMR (400 MHz, DMSO-d6) δ 1.43 (s, 9H), 1.98-2.08 (m, 4H), 2.98-3.08 (m, 2H), 4.08-4.11 (m, 2H), 5.01-5.06 (m, 1H), 7.55-7.59 (m, 1H), 7.63-7.65 (m, 1H), 7.85-7.90 (m, 1H), 8.02-8.04 (m, 1H), 8.47 (s, 1H), 8.58 (s, 1H). Mass spectrum MH+=421.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188098B2
Source datasetuspto-grants-2012_05
ORD IDord-b8faf32854944a4e859560856723d988
Source noteuspto-grants-2012_05