HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromopyrazine-2,3-diamine | HCID 2771857 | — |
| Reactant | 4-Aminomethyltetrahydropyran | HCID 2773210 | — |
| Reactant | HCID 86626394 | HCID 86626394 | — |
| Product | N-Methyl-4-(2-oxo-3-((tetrahydro-2H-pyran-4-YL)methyl)-2,3-dihydro-1H-imidazo[4,5-B]pyrazin-5-YL)benzamide | HCID 24984055 | 64% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07981893B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-dedf56c382324600890c21a6f8b28816 |
| Source note | uspto-grants-2011_07 |