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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390508Generated: October 25, 2026

Ammonia → 3-(5-Chloropyridin-3-yl)-5-p-tolylisoxazole

https://huagongshe.com/reaction/390508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactantp-EthynyltolueneHCID 13018—
Reactant5-Chloro-N-hydroxynicotinimidoyl chlorideHCID 86636849—
Product3-(5-Chloropyridin-3-yl)-5-p-tolylisoxazoleHCID 44545543—

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-4-methylbenzene (Apollo, 35 mg, 0.3 mmol). 1H NMR (300 MHz, DMSO-d6) δ 2.40 (s, 3H), 7.41 (d, J=8.1 Hz, 2 H), 7.71 (s, 1H), 7.80 (d, J=8.1 Hz, 2H), 8.43 (dd, J=2.4, 1.7 Hz, 1H), 8.80 (d, J=2.4 Hz, 1H), 9.08 (d, J=2.0 Hz, 1H) ppm; MS (DCI/NH3) m/z 271 (M+H)+, 273 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383658B2
Source datasetuspto-grants-2013_02
ORD IDord-3198d18c775244bca55265ea55dba054
Source noteuspto-grants-2013_02