HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454346Generated: October 30, 2026
Acetonitrile → 6-(6-(2-Hydroxypropan-2-yl)pyridin-3-yl)-4-((tetrahydro-2H-pyran-4-yl)methyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one
https://huagongshe.com/reaction/454346
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Aminomethyltetrahydropyran | HCID 2773210 | — |
| Reactant | N-(3,5-dibromopyrazin-2-yl)-2-iodoacetamide | HCID 58298325 | — |
| Reactant | 6-Bromo-4-((tetrahydro-2H-pyran-4-yl)methyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one | HCID 71567084 | — |
| Product | 6-(6-(2-Hydroxypropan-2-yl)pyridin-3-yl)-4-((tetrahydro-2H-pyran-4-yl)methyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one | HCID 58298312 | 79% |
Reaction Steps
6-Bromo-4-((tetrahydro-2H-pyran-4-yl)methyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one. N-(3,5-Dibromopyrazin-2-yl)-2-iodoacetamide (See Example 5.B) (8.0 g, 19.01 mmol), (tetrahydro-2H-pyran-4-yl)methanamine (2.63 g, 22.81 mmol) and diisopropylethylamine (6.64 mL, 38.0 mmol) were placed in a 250 mL round bottom flask, suspended in acetonitrile (80.0 mL) and heated to 40° C. for 16 h. The resulting white precipitate was filtered, washed with acetonitrile followed by hexanes and dried under vacuum to afford the title compound (4.89 g, 14.95 mmol, 79% yield). MS (ESI) m/z 327.4 [M]+, 329.5 [M+2]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08492381B2 |
|---|
| Source dataset | uspto-grants-2013_07 |
|---|
| ORD ID | ord-636b68a009044da3a1db58a481508243 |
|---|
| Source note | uspto-grants-2013_07 |
|---|