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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390444Generated: November 1, 2026

Ammonia → 5-(3,5-Dimethoxyphenyl)-3-(pyridin-3-yl)isoxazole

https://huagongshe.com/reaction/390444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant1-Ethynyl-3,5-dimethoxybenzeneHCID 4661321—
ReactantN-Hydroxy-3-pyridinecarboximidoyl chlorideHCID 53404818—
Product5-(3,5-Dimethoxyphenyl)-3-(pyridin-3-yl)isoxazoleHCID 44546225—

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-3,5-dimethoxybenzene (Aldrich, 81 mg, 0.5 mmol). 1H NMR (300 MHz, DMSO-d6) δ3.85 (s, 6H), 6.69 (t, J=2.2 Hz, 1H), 7.07 (d, J=2.4 Hz, 2H), 7.68 (ddd, J=8.0, 4.9, 1.0 Hz, 1H), 7.78 (s, 1H), 8.38 (dt, J=7.6, 1.9 Hz, 1H), 8.77 (dd, J=4.9, 1.5 Hz, 1H), 9.14 (d, J=1.4 Hz, 1H) ppm; MS (DCI/NH3) m/z 283 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383658B2
Source datasetuspto-grants-2013_02
ORD IDord-e1a24deffffd4bccb29ca99d071edb23
Source noteuspto-grants-2013_02