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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388112Generated: October 26, 2026

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

https://huagongshe.com/reaction/388112

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 numberUS08372976B2
Source datasetuspto-grants-2013_02
ORD IDord-341ec88175f543e1b8b7cd1f22efc8b3
Source noteuspto-grants-2013_02