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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390460Generated: October 25, 2026

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

https://huagongshe.com/reaction/390460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant3-EthynylpyridineHCID 186003—
Reactant5-Fluoro-N-hydroxynicotinimidoyl chlorideHCID 86636846—
Product3-(5-Fluoropyridin-3-yl)-5-(pyridin-3-yl)isoxazoleHCID 69006240—

Reaction Steps

The titled compound was prepared according to Method CB using the product of Example 28B (88 mg, 0.5 mmol) and 3-ethynylpyridine (Aldrich, 52 mg, 0.5 mmol). 1H NMR (300 MHz, MeOH-d4) 87.59 (s, 1H), 7.63 (ddd, J=8.0, 5.1, 0.8 Hz, 1H), 8.19 (ddd, J=9.3, 2.8, 1.8 Hz, 1H), 8.36 (dt, J=7.9, 2.0 Hz, 1H), 8.62 (d, J=2.8 Hz, 1H), 8.68 (dd, J=5.2, 1.6 Hz, 1H), 8.99 (t, J=1.6 Hz, 1H), 9.12 (d, J=2.4 Hz, 1H) ppm; MS (DCI/NH3) m/z 242 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383658B2
Source datasetuspto-grants-2013_02
ORD IDord-1e314d494b214b1bb5913b2d90e608e3
Source noteuspto-grants-2013_02