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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918842Generated: October 26, 2026

Benzenamine, 4-(4-morpholinyl)- → 5-Bromo-1-methyl-3-(4-morpholinophenylamino)pyrazin-2(1H)-one

https://huagongshe.com/reaction/1918842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenamine, 4-(4-morpholinyl)-HCID 75655—
Reactant3,5-Dibromo-1-methyl-1H-pyrazin-2-oneHCID 13062969—
SolventIsopropanolHCID 3776—
Product5-Bromo-1-methyl-3-(4-morpholinophenylamino)pyrazin-2(1H)-oneHCID 6661340285.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

A microwave vial equipped with a magnetic stirrer was charged with 3,5-dibromo-1-methylpyrazin-2(1H)-one (1.97 g, 7.4 mmol), 4-morpholinobenzenamine (1.97 g, 11.1 mmol), and isopropanol (25 mL). The system was evacuated and then refilled with N2. It was heated at 90° C. for 16 h. Then, the mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by flash column chromatography eluting with 5:1 petroleum ether/ethyl acetate to afford 122a (2.3 g, 85%). LCMS: [M+H]+ 365.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618107B2
Source datasetuspto-grants-2013_12
ORD IDord-843d8691b3f040e58fc00f5e5474e91e
Source noteuspto-grants-2013_12