Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857306Generated: October 31, 2026

Sodium Carbonate → HCID 21865556, compound

https://huagongshe.com/reaction/857306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Methylthio)phenylboronic acidHCID 2733959—
ReactantHCID 21865605HCID 21865605—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 21865556HCID 21865556—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of N-(6-Chloro-pyridin-3-yl)-3-[6-(1-methanesulfonyl-1-methyl-ethyl)-quinolin-8-yl]-benzamide, 4-methylsulfanyl-phenyl boronic acid (2 eq), PdCl2(dppf)2 (0.05 eq) and aqueous Na2CO3 (4 eq) in DME (0.04M from benzamide) was stirred at 100° C. for 12 h. The resulting mixture was poured in water and extracted with EtOAc (2×). The combined organic extracts were washed with water, brine, dried over MgSO4, filtered and concentrated. Flash chromatography (EtOAc) afforded the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144896B2
Source datasetuspto-grants-2006_12
ORD IDord-7540f267a67647d187b76fafb7718204
Source noteuspto-grants-2006_12