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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678312Generated: November 2, 2026

6-Bromo-2-chloroquinoline-4-carbonyl chloride → HCID 86598224, compound

https://huagongshe.com/reaction/1678312

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Bromo-2-chloroquinoline-4-carbonyl chlorideHCID 2735552—
Reactant5-Methyl-3-phenyl-4-isoxazolamineHCID 2747584—
SolventPyridineHCID 1049—
ProductHCID 86598224HCID 8659822471.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

6-Bromo-2-chloroquinoline-4-carbonyl chloride (500 mg) and 4-amino-5-methyl-3-phenylisoxazole (400 mg) were dissolved in dichlorormethane (15 mL) and pyridine (1 mL). The reaction solution was heated at 70° C. overnight. The white precipitation was collected by filtration, washed with ethyl acetate and dried to give 6-bromo-2-chloro-N-(5-methyl-3-phenylisoxazol-4-yl)-4-quinolinecarboxamide (520 mg) as a white solid. 1H NMR (DMSO-d6): δ 2.52 (s, 3H), 7.52 (m, 3H), 7.72 (m, 2H), 8.02 (m, 4H), 10.58 (s, 1H); LCMS: ret. time: 32.23 min.; purity: 100%; MS (m/e): 441.82 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008501B2
Source datasetuspto-grants-2011_08
ORD IDord-caf792ac3dd04e90b74042c927b33ca2
Source noteuspto-grants-2011_08