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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390514Generated: October 25, 2026

Ammonia → 3-(5-Chloropyridin-3-yl)-5-(4-fluoro-3-methylphenyl)isoxazole

https://huagongshe.com/reaction/390514

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant4-Ethynyl-1-fluoro-2-methylbenzeneHCID 16213797—
Reactant5-Chloro-N-hydroxynicotinimidoyl chlorideHCID 86636849—
Product3-(5-Chloropyridin-3-yl)-5-(4-fluoro-3-methylphenyl)isoxazoleHCID 44545612—

Reaction Steps

The titled compound was prepared according to Method CB using the product of Example 69B (57 mg, 0.3 mmol) and 4-ethynyl-1-fluoro-2-methylbenzene (Aldrich, 40 mg, 0.3 mmol). 1H NMR (300 MHz, DMSO-d6) δ2.34 (d, J=2.0 Hz, 3H), 7.38 (t, J=9.2 Hz, 1H), 7.72 (s, 1H), 7.74-7.81 (m, 1H), 7.84-7.91 (m, 1H), 8.42 (t, J=2.1 Hz, 1H), 8.80 (d, J=2.4 Hz, 1H), 9.07 (d, J=1.7 Hz, 1H) ppm; MS (DCI/NH3) m/z 289 (M+H)+, 291 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383658B2
Source datasetuspto-grants-2013_02
ORD IDord-aabd6e9b5fae424daa6ed15c1771e622
Source noteuspto-grants-2013_02