HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890831Generated: October 31, 2026
Diisopropylethylamine → 6-Bromo-4-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one
https://huagongshe.com/reaction/1890831
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(Oxan-4-yl)ethan-1-amine hydrochloride | HCID 44118695 | — |
| Reactant | 2-bromo-N-(3,5-dibromopyrazin-2-yl)acetamide | HCID 58298307 | — |
| Product | 6-Bromo-4-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one | HCID 71567083 | 50.7% |
Reaction Steps
2-Bromo-N-(3,5-dibromopyrazin-2-yl)acetamide (3.30 g, 8.83 mmol) and 2-(tetrahydro-2H-pyran-4-yl)ethanamine hydrochloride (1.46, 8.83 mmol) and diisopropyl ethylamine (6.67 mL, 35.3 mmol) were combined and heated at 85° C. Upon complete consumption of starting material (by TLC), the reaction solution was condensed and purified via Biotage chromatography (0-100% ethyl acetate in hexanes) to afford the title compound (1.53 g, 4.48 mmol, 50% yield). MS (ESI) m/z 341.4 [M]+, 343.1 [M+2]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507492B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-d5ee32b9a513433da21c1384d91b1f3d |
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| Source note | uspto-grants-2013_08 |
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