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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390501Generated: October 26, 2026

Ammonia → 3-(5-Chloropyridin-3-yl)-5-(pyridin-3-yl)isoxazole

https://huagongshe.com/reaction/390501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant3-EthynylpyridineHCID 186003—
Reactant5-Chloro-N-hydroxynicotinimidoyl chlorideHCID 86636849—
Product3-(5-Chloropyridin-3-yl)-5-(pyridin-3-yl)isoxazoleHCID 69000387—

Reaction Steps

The titled compound was prepared according to Method CB using the product of Example 69B (57 mg, 0.3 mmol) and 3-ethynylpyridine (Aldrich, 31.0 mg, 0.3 mmol). 1H NMR (300 MHz, DMSO-d6) δ 7.65 (ddd, J=7.9, 4.8, 0.8 Hz, 1H), 7.92 (s, 1H), 8.30 (dt, J=7.7, 2.2, 2.0 Hz, 1H), 8.45 (t, J=2.2 Hz, 1H), 8.75 (dd, J=4.8, 1.6 Hz, 1H), 8.82 (d, J=2.4 Hz, 1H), 9.09 (d, J=2.0 Hz, 1H), 9.13 (dd, J=2.4, 0.8 Hz, 1H) ppm; MS (DCI/NH3) m/z 260 (M+H)+, 258 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383658B2
Source datasetuspto-grants-2013_02
ORD IDord-65832cb06e2c4c7798f6f6cce5113150
Source noteuspto-grants-2013_02