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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946979Generated: November 1, 2026

Hydroxylamine → HCID 59743375, compound

https://huagongshe.com/reaction/1946979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxylamineHCID 787—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 59743359HCID 59743359—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
ProductHCID 59743375HCID 59743375—

Reaction Steps

A mixture of (2-fluoro-3-methoxy-phenyl)-(2-methylsulfanyl-pyrimidin-4-yl)-methanone (1 g, 3.59 mmol) and hydroxylamine (50% in water, 1.5 mL) in ethanol was heated to reflux overnight. The resulting mixture was cooled to RT, diluted with EtOAc and then concentrated under reduced pressure. The residue was dissolved in THF and DBU (0.84 mL, 5.6 mmol) was added, the resulting mixture was heated to 150° C. in a microwave reactor for 30 min. The reaction mixture was then concentrated under reduced pressure and the residue was purified by flash chromatography (hexane/EtOAc, 95/5) to give 458 mg of 7-methoxy-3-(2-methylsulfanylpyrimidin-4-yl)-benzo[d]isoxazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399462B2
Source datasetuspto-grants-2013_03
ORD IDord-707d954d092d4cb39b268edff1d5697c
Source noteuspto-grants-2013_03