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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 341209Generated: October 26, 2026

Triethylamine → 7-(5-Methyl-isoxazol-3-yl)-imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/341209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant1-Imidazo[1,2-a]pyridin-7-yl-but-2-yn-1-oneHCID 59320862—
SolventDimethylformamideHCID 6228—
Product7-(5-Methyl-isoxazol-3-yl)-imidazo[1,2-a]pyridineHCID 5932079825.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 1-Imidazo[1,2-a]pyridin-7-yl-but-2-yn-1-one (168 mg, 0.91 mmol) and hydroxylamine hydrochloride (94 mg, 1.37 mmol) in DMF (10 ml) was added triethylamine (0.21 ml, 1.83 mmol). The reaction mixture was heated at 80° C. for 18 h, then partitioned between EtOAc and H2O. The organic fraction was separated, dried (MgSO4), filtered and the solvent removed in vacuo. The crude residue was purified by silica column chromatography (0-50% MeOH in Et2O) to afford the product (46 mg). MS: [M+H]+=200.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895745B2
Source datasetuspto-grants-2014_11
ORD IDord-94248773eb0b4599b3ad1f57941ce58a
Source noteuspto-grants-2014_11