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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390504Generated: October 25, 2026

Ammonia → 5-(4-Chlorophenyl)-3-(5-chloropyridin-3-yl)isoxazole

https://huagongshe.com/reaction/390504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantBenzene, 1-chloro-4-ethynyl-HCID 70118—
Reactant5-Chloro-N-hydroxynicotinimidoyl chlorideHCID 86636849—
Product5-(4-Chlorophenyl)-3-(5-chloropyridin-3-yl)isoxazoleHCID 44545539—

Reaction Steps

The titled compound was prepared according to Method CB using the product of Example 69B (57 mg, 0.3 mmol) and 1-chloro-4-ethynylbenzene (Aldrich, 41 mg, 0.3 mmol). 1H NMR (300 MHz, DMSO-d6) δ7.69 (dt, J=8.9, 2.6, 2.4 Hz, 2H), 7.82 (s, 1H), 7.93 (dt, J=8.9, 2.4, 2.2 Hz, 2H), 8.44 (t, J=2.2 Hz, 1H), 8.81 (d, J=2.4 Hz, 1H), 9.08 (d, J=1.6 Hz, 1H) ppm; MS (DCI/NH3) m/z 291 (M+H)+, 293 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383658B2
Source datasetuspto-grants-2013_02
ORD IDord-c18c93d68bd34ba1b37ecc1b3bb40ee2
Source noteuspto-grants-2013_02