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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 855655Generated: October 23, 2026

Sodium Bicarbonate → HCID 178478381, compound

https://huagongshe.com/en/reaction/855655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant2-Chlorophenylboronic acidHCID 2734322—
ReactantPotassium phenoxideHCID 23670670—
ReactantHCID 178478383HCID 178478383—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDimethyl SulfoxideHCID 679—
SolventDichloromethaneHCID 6344—
ProductHCID 178478381HCID 17847838163%

Reaction Steps

To (2-Chloro-6-iodo-quinazolin-4-yl)-(5-cyclopropyl-2H-pyrazol-3-yl)-amine (100 mg, 0.243 mmol) and 2-chlorophenyl boronic acid (57 mg, 0.364 mmol) in DMSO (5 mL, purged with Ar) was added 1.5M potassium phenolate solution (648 μL, 0.97 mmol) and 1,1′bis(diphenylphosphino)ferrocene palladium chloride, complex with dichloromethane (27 mg) and the solution was heated to 60 C in a sealed tube. After 1 hr, solution was poured into sat. NaHCO3 resulting in a yellow solid that was colleted by filtration. Flash chromatography (1–4% methanol in dichloromethane) to give: 73 mg (63% yield). LCMS m/e: 396.2 (M+H), 394.2 (M−H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07262200B2
Source datasetuspto-grants-2007_08
ORD IDord-345d575cc3c2465ca5fbb3eadb937295
Source noteuspto-grants-2007_08