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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200319Generated: October 31, 2026

Tetrahydrofuran → HCID 117653359, compound

https://huagongshe.com/reaction/2200319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium BicarbonateHCID 516893—
Reactant3-bromo-2-methyl-6-(1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-3-yl)pyridineHCID 58298309—
ReactantHCID 67153814HCID 67153814—
CatalystPalladium ChlorideHCID 24290—
SolventWaterHCID 962—
ProductHCID 117653359HCID 117653359—

Reaction Conditions

Temperature55 °C

Reaction Steps

A portion of 1-ethyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one (1 equiv), 3-bromo-2-methyl-6-(1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-3-yl)pyridine (0.95 equiv), potassium hydrogen carbonate (2.3 equiv), and PdCl2 Amphos2 (0.001 equiv) were treated with a mixture of tetrahydrofuran and water, and the reaction mixture was heated to 55° C. The reaction mixture was cooled and the organic layer was treated with activated carbon at ambient temperature and filtered. The filtrate was distilled to 70% of its original volume, cooled, treated with water, seeded, and treated with additional water. The solids were filtered and washed with tetrahydrofuran/water and dried to obtain 1-ethyl-7-(2-methyl-6-(1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-3-yl)pyridin-3-yl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359364B2
Source datasetuspto-grants-2016_06
ORD IDord-4880c01b8f6e4b22b533dc104de04750
Source noteuspto-grants-2016_06