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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359395Generated: November 3, 2026

Dichloromethane → N-(2-(3-fluorophenyl)quinolin-8-yl)thiazole-4-carboxamide

https://huagongshe.com/reaction/2359395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant3-Fluorophenylboronic acidHCID 2733986—
ReactantHCID 58154776HCID 58154776—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductN-(2-(3-fluorophenyl)quinolin-8-yl)thiazole-4-carboxamideHCID 5815457924.6%

Reaction Conditions

Temperature140 °C

Reaction Steps

A solution of N-(2-chloroquinolin-8-yl)thiazole-4-carboxamide (29 mg, 0.100 mmol), 3-fluorophenylboronic acid (28 mg, 2 eq.), CsCO3 (65 mg, 2 eq.), Pd(dppf)Cl2.DCM (4 mg, 0.05 eq.) in DME (2 mL) was microwave heated (140° C.×15 min.). The reaction was filtered and concentrated. The residue was diluted with ethyl acetate, washed with saturated aqueous NaHCO3, dried (Na2SO4) and concentrated. The product was purified by column chromatography (0 to 100% EtOAc in Pentane) to obtain 8.6 mg of N-(2-(3-fluorophenyl)quinolin-8-yl)thiazole-4-carboxamide. MS (ESI) calcd for C19H13FN3OS (m/z): 350.08. found: 350.1 [M+1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08685970B2
Source datasetuspto-grants-2014_04
ORD IDord-b5c8fe3f17674216b68bd51e0425a86e
Source noteuspto-grants-2014_04