HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Butanol → 6-(4-Hydroxyphenyl)-1-(2-morpholinoethyl)-1H-imidazo[4,5-B]pyrazin-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Morpholinoethylamine | HCID 408285 | — |
| Reactant | 5-Bromopyrazine-2,3-diamine | HCID 2771857 | — |
| Reactant | 6-Bromo-N2-(2-morpholinoethyl)pyrazine-2,3-diamine | HCID 71729703 | — |
| Product | 6-(4-Hydroxyphenyl)-1-(2-morpholinoethyl)-1H-imidazo[4,5-B]pyrazin-2(3H)-one | HCID 135871016 | 88% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07981893B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-88f1586c793648dca07a1937c8ae7bb4 |
| Source note | uspto-grants-2011_07 |