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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390445Generated: October 26, 2026

Ammonia → 3-(Pyridin-3-yl)-5-m-tolylisoxazole

https://huagongshe.com/reaction/390445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant3-MethylphenylacetyleneHCID 136600—
ReactantN-Hydroxy-3-pyridinecarboximidoyl chlorideHCID 53404818—
Product3-(Pyridin-3-yl)-5-m-tolylisoxazoleHCID 44546226—

Reaction Steps

The titled compound was prepared as the hydrochloride salt according to Method CB using the product of Example 1A (78 mg, 0.5 mmol) and 1-ethynyl-3-methylbenzene (Aldrich, 58 mg, 0.5 mmol). 1H NMR (300 MHz, DMSO-d6) δ 2.42 (s, 3H), 7.37 (d, J=7.7 Hz, 1H), 7.48 (t, J=7.6 Hz, 1H), 7.67 (ddd, J=8.0, 4.9, 0.7 Hz, 1 H), 7.74-7.84 (m, 3H), 8.38 (dt, J=7.9, 2.0 Hz, 1H), 8.76 (dd, J=4.7, 1.7 Hz, 1H), 9.15 (d, J=1.7 Hz, 1H) ppm; MS (DCI/NH3) m/z 237 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383658B2
Source datasetuspto-grants-2013_02
ORD IDord-53a50e2b18cb4c778117fcca8076eb94
Source noteuspto-grants-2013_02