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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944890Generated: November 1, 2026

Chloroform → HCID 66988923, compound

https://huagongshe.com/reaction/1944890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantSodium CarbonateHCID 10340—
Reactant4-(Hydroxymethyl)benzeneboronic acidHCID 2734706—
Reactant6-((3-Bromophenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamideHCID 66988260—
CatalystHCID 178418476HCID 178418476—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66988923HCID 6698892368%

Reaction Steps

To a suspension of Intermediate 62 (0.95 mmol) and 4-(hydroxymethyl)phenylboronic acid (290 mg, 1.90 mmol) in DME (10 mL) at room temperature was added 2 M Na2CO3 (1.4 mL, 2.85 mmol) and PdCl2(PPh3)2 (33 mg, 0.005 mmol). The reaction mixture was stirred at reflux for 2 h and then cooled to room temperature. After the addition of 60 mL of chloroform, a white precipitate formed which was collected by filtration. The crude product was purified by flash column chromatography (0-15% MeOH in dichloromethane) to give the title compound (357 mg, 68% for 3 steps). ES/MS calcd. for C31H28N3O5S+ 554.2. Found m/z=554.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394829B2
Source datasetuspto-grants-2013_03
ORD IDord-fdb110c740ee49648ddd3c1ba0af73e0
Source noteuspto-grants-2013_03