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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1014708Generated: October 26, 2026

1-Butanol → 6-(4-Hydroxyphenyl)-1-(2-morpholinoethyl)-1H-imidazo[4,5-B]pyrazin-2(3H)-one

https://huagongshe.com/reaction/1014708

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-MorpholinoethylamineHCID 408285—
Reactant5-Bromopyrazine-2,3-diamineHCID 2771857—
Reactant6-Bromo-N2-(2-morpholinoethyl)pyrazine-2,3-diamineHCID 71729703—
Product6-(4-Hydroxyphenyl)-1-(2-morpholinoethyl)-1H-imidazo[4,5-B]pyrazin-2(3H)-oneHCID 13587101688%

Reaction Steps

6-Bromo-N2-(2-morpholinoethyl)pyrazine-2,3-diamine. In a sealed tube, a solution of 5-bromopyrazine-2,3-diamine (5.0 g, 19.7 mmol), 2-morpholinoethanamine (5.14 g, 39.5 mmol), diisopropylethylamine (6.9 mL, 39.5 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 and diethylether and sonicated. The resulting precipitate was collected by filtration to provide the title compound (5.23 g, 88%). MS (ESI) m/z 304.2 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07981893B2
Source datasetuspto-grants-2011_07
ORD IDord-88f1586c793648dca07a1937c8ae7bb4
Source noteuspto-grants-2011_07