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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390458Generated: October 30, 2026

Ammonia → 3-(Pyridin-2-yl)-5-(pyridin-3-yl)isoxazole

https://huagongshe.com/reaction/390458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant3-Pyridinylboronic acidHCID 2734378—
Reactant2-(5-Iodo-3-isoxazolyl)pyridineHCID 11149943—
Product3-(Pyridin-2-yl)-5-(pyridin-3-yl)isoxazoleHCID 69002822—

Reaction Steps

The titled compound was prepared as the bishydrochloride salt according to Method CC using 5-iodo-3-(pyridin-2-yl)isoxazole [prepared as described by Ku, Y.-Y.; Grieme, T.; Sharma, P.; Pu, Y.-M.; Raje, P.; Morton, H.; King, S. Org. Lett. 2001, 3, 4185-4187] (136 mg, 0.5 mmol) and pyridin-3-ylboronic acid (Aldrich, 92 mg, 0.750 mmol). 1H NMR (300 MHz, DMSO-d6) d ppm 7.52-7.64 (m, 1H), 7.75-7.83 (m, 1H), 7.86 (s, 1H), 8.03 (td, J=7.7, 1.6 Hz, 1H), 8.11 (dt, J=7.9, 1.2 Hz, 1 H), 8.58 (dt, J=8.0, 1.9 Hz, 1H), 8.75-8.79 (m, 1H), 8.81 (dd, J=5.2, 1.6 Hz, 1H), 9.32 (d, J=2.4 Hz, 1H) ppm; MS (DCI/NH3) m/z 224 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383658B2
Source datasetuspto-grants-2013_02
ORD IDord-4bc9e1cb41164c27a8e10fe48bb9fce5
Source noteuspto-grants-2013_02