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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921812Generated: October 31, 2026

Hydrogen Bromide → 4-(5-bromo-imidazo[1,2-a]pyrazin-8-ylamino)-2-methoxy-N-(6-methylpyridin-3-ylmethyl)benzamide

https://huagongshe.com/reaction/1921812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantSodium BicarbonateHCID 516892—
Reactant5,8-Dibromoimidazo[1,2-a]pyrazineHCID 53485949—
Reactant4-amino-2-methoxy-N-[(6-methylpyridin-3-yl)methyl]benzamideHCID 57590054—
SolventWaterHCID 962—
SolventIsopropanolHCID 3776—
Product4-(5-bromo-imidazo[1,2-a]pyrazin-8-ylamino)-2-methoxy-N-(6-methylpyridin-3-ylmethyl)benzamideHCID 5902302841.7%

Reaction Steps

5,8-dibromoimidazo[1,2-a]pyrazine (285 mg, 1.03 mmol) and 4-amino-2-methoxy-N-[(6-methylpyridin-3-yl)methyl]benzamide (280 mg, 1.03 mmol) are stirred in iPrOH (5 mL) and HBr (48% aq., 380 μL) is added. The mixture is heated at reflux for 24 hours. The cooled suspension is poured into NaHCO3 (sat. aq., 25 mL) and water (25 mL) and extracted with CHCl3 (3×40 mL). The extracts are dried over MgSO4 and evaporated. The residue is purified by column chromatography, eluting with 10%-20% DCM/MeOH to afford the title compound as a pale yellow solid (200 mg, 0.43 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173656B2
Source datasetuspto-grants-2012_05
ORD IDord-0b563f095e134b25b9f2a49412808ad2
Source noteuspto-grants-2012_05