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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924988Generated: October 27, 2026

Diisopropylethylamine → (5-Bromo-imidazo[1,2-a]pyrazin-8-yl)-[6-(4-isopropyl-piperazin-1-yl)-pyridin-3-yl]-amine

https://huagongshe.com/reaction/1924988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-(4-Isopropyl-piperazin-1-yl)-pyridin-3-yl-amineHCID 43462042—
Reactant5,8-Dibromoimidazo[1,2-a]pyrazineHCID 53485949—
SolventIsopropanolHCID 3776—
Product(5-Bromo-imidazo[1,2-a]pyrazin-8-yl)-[6-(4-isopropyl-piperazin-1-yl)-pyridin-3-yl]-amineHCID 5902310271.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 5,8-dibromo-imidazo[1,2-a]pyrazine (0.85 g, 3.1 mmol) in isopropanol are added 6-(4-isopropyl-piperazin-1-yl)-pyridin-3-yl-amine (0.68 g, 3.1 mmol) and diisopropylethylamine (0.6 mL, 4.6 mmol) and the mixture is stirred at 90° C. for 48 hours. The solvent is removed in vacuo and the product taken up in DCM-10% citric acid. The organic layer is discarded and the aqueous solution basified with sat. NaHCO3 (pH 7-8) and extracted using DCM. The organic layer is dried over MgSO4, filtered and concentrated in vacuo to afford the title compound as a purple solid (0.92 g, 71%). HPLC (254 nm): Rt 3.30 min (95.8%); m/z 416/418 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178530B2
Source datasetuspto-grants-2012_05
ORD IDord-fb067f140bcf4943b80965497ef9d20b
Source noteuspto-grants-2012_05