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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589068Generated: October 31, 2026

N-bromobutanimide → HCID 90409135, compound

https://huagongshe.com/reaction/589068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantN-methyl-2-oxo-4-pyridin-2-yl-1,2,4,5-tetrahydroimidazo[1,5,4-de][1,4]benzoxazine-4-carboxamideHCID 90409674—
SolventAcetic AcidHCID 176—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductHCID 90409135HCID 9040913551.4%

Reaction Steps

N-Methyl-2-oxo-4-pyridin-2-yl-1,2,4,5-tetrahydroimidazo[1,5,4-de][1,4]benzoxazine-4-carboxamide (20 mg, 0.1 mmol) was dissolved in acetonitrile (3 mL) and acetic acid (2 mL), and cooled to 0° C., followed by addition of N-bromosuccinimide (20 mg, 0.1 mmol). The reaction mixture was stirred for 1 h and was then concentrated to give a crude residue. The residue was dissolved in ethyl acetate, washed with saturated aqueous sodium bicarbonate, washed with brine, dried over magnesium sulfate, filtered, and concentrated to give crude 7-bromo-N-methyl-2-oxo-4-pyridin-2-yl-1,2,4,5-tetrahydroimidazo[1,5,4-de][1,4]benzoxazine-4-carboxamide (0.020 g, 50%). LCMS calculated for C16H14BrN4O3 (M+H)+: m/z=389.1, 391.1. found: 388.9, 390.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227985B2
Source datasetuspto-grants-2016_01
ORD IDord-af0956e14bfb46a081b590d20b7e5d34
Source noteuspto-grants-2016_01