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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183222Generated: October 30, 2026

Potassium Phosphate, Tribasic → HCID 22479921, compound

https://huagongshe.com/reaction/2183222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant(3-hydroxyphenyl)boronic AcidHCID 2734359—
Reactant3-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole-5-carbonitrileHCID 22479945—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 22479921HCID 2247992185.1%

Reaction Steps

To a stirred solution of 3-bromo-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrile (1.47 g, 4.82 mmol) in dimethoxyethane (24.0 mL) was added 3-hydroxyphenylboronic acid (1.60 g, 7.27 mmol), dichloro[1,1′-bis(diphenylphosphino) ferrocene]palladium (0.396 g, 0.485 mmol), and potassium phosphate (5.12 g, 24.1 mmol) and the mixture was heated at reflux for 48 h. The mixture was diluted with dichloromethane. The organic extracts were washed with saturated sodium bicarbonate, dried over anhydrous sodium sulfate, filtered and evaporated. Purification of the residue by column chromatography with 20-50% ethyl acetate/hexanes furnished the product (1.31 g, 85% yield). ES-MS (m/z) 320 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897231B2
Source datasetuspto-grants-2005_05
ORD IDord-4cd3ff2fd25c4edc966fdf86e461153f
Source noteuspto-grants-2005_05