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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1353786Generated: October 31, 2026

Potassium Phosphate, Tribasic → HCID 22479921, compound

https://huagongshe.com/reaction/1353786

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 numberUS07220771B2
Source datasetuspto-grants-2007_05
ORD IDord-137a66f12aee47828be62a7e0aa541b7
Source noteuspto-grants-2007_05