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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272870Generated: November 2, 2026

Potassium Phosphate, Tribasic → HCID 22479921, compound

https://huagongshe.com/reaction/1272870

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 numberUS07208513B2
Source datasetuspto-grants-2007_04
ORD IDord-3036e590cd9a4aa8ba26e024819c6129
Source noteuspto-grants-2007_04