Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388107Generated: October 26, 2026

1-Butanol → N-Methyl-4-(2-oxo-3-((tetrahydro-2H-pyran-4-YL)methyl)-2,3-dihydro-1H-imidazo[4,5-B]pyrazin-5-YL)benzamide

https://huagongshe.com/reaction/388107

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Bromopyrazine-2,3-diamineHCID 2771857—
Reactant4-AminomethyltetrahydropyranHCID 2773210—
ReactantHCID 86626394HCID 86626394—
ProductN-Methyl-4-(2-oxo-3-((tetrahydro-2H-pyran-4-YL)methyl)-2,3-dihydro-1H-imidazo[4,5-B]pyrazin-5-YL)benzamideHCID 2498405564%

Reaction Steps

6-Bromo-N2-((tetrahydro-2H-pyran-4-yl)methyl)pyrazine-2,3-diamine. In a sealed tube, a solution of 5-bromopyrazine-2,3-diamine (6.98 g, 2.78 mmol), (tetrahydro-2H-pyran-4-yl)methanamine (4.0 g, 3.47 mmol), diisopropylethylamine (6.06 mL, 3.47 mmol) in n-butanol (100 mL) was heated at 120° C. for 17 h. The volatiles were removed under reduced pressure. The residue was taken up in hexanes/diethylether and sonicated. The resulting precipitate was collected by filtration to provide the desired product (5.10 g, 64% yield). MS (ESI) m/z 289.1 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372976B2
Source datasetuspto-grants-2013_02
ORD IDord-68ff6471130746738c7ba498abd3a5ae
Source noteuspto-grants-2013_02