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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390503Generated: October 25, 2026

Ammonia → 3-(5-Chloropyridin-3-yl)-5-(2,4-difluorophenyl)isoxazole

https://huagongshe.com/reaction/390503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant1-Ethynyl-2,4-difluorobenzeneHCID 5063820—
Reactant5-Chloro-N-hydroxynicotinimidoyl chlorideHCID 86636849—
Product3-(5-Chloropyridin-3-yl)-5-(2,4-difluorophenyl)isoxazoleHCID 44545538—

Reaction Steps

The titled compound was prepared according to Method CB using the product of Example 69B (57 mg, 0.3 mmol) and 1-ethynyl-2,4-difluorobenzene (Aldrich, 41 mg, 0.3 mmol). 1H NMR (300 MHz, DMSO-d6) δ 7.30-7.43 (m, 1H), 7.61 (ddd, J=11.4, 9.2, 2.8 Hz, 1H), 7.68 (d, J=3.2 Hz, 1H), 8.07 (td, J=8.5, 6.3 Hz, 1H), 8.54 (t, J=2.0 Hz, 1H), 8.80 (d, J=2.4 Hz, 1H), 9.15 (d, J=2.0 Hz, 1H) ppm; MS (DCI/NH3) m/z 293 (M+H)+, 295 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383658B2
Source datasetuspto-grants-2013_02
ORD IDord-33344dc0e1ad4d50b572892fce528340
Source noteuspto-grants-2013_02