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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183167Generated: October 29, 2026

Dichloromethane → 3-[4-(methylethyl)phenyl]-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrile

https://huagongshe.com/reaction/2183167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-Isopropylphenylboronic acidHCID 2773480—
Reactant3-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole-5-carbonitrileHCID 22479945—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-[4-(methylethyl)phenyl]-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrileHCID 2248024181%

Reaction Steps

The title compound was prepared as described in Example 161, using 3-bromo-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrile (0.400 g, 1.30 mmol), in ethylene glycol dimethyl ether (10 mL), 4-isopropyl phenyl boronic acid (0.321 g, 1.96 mmol), [1,1′-bis(diphenylphosphino)-ferrocene] complex with dichloromethane (1:1) (0.150 g, 0.130 mmol), and potassium phosphate (1.38 g, 6.5 mmol): (0.364 g, 81% yield): ES-MS (m/z) 346 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897231B2
Source datasetuspto-grants-2005_05
ORD IDord-bc61ad2593af4356b805cb878b493ca7
Source noteuspto-grants-2005_05