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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406199Generated: October 30, 2026

Sodium Hydroxide → 2,3-Dip-tolyl-5,6-dihydropyrido[2,3-b]pyrazine

https://huagongshe.com/reaction/406199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant2,3-Di-p-tolyl-5,6,7,8-tetrahydropyrido[2,3-b]pyrazineHCID 66664525—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2,3-Dip-tolyl-5,6-dihydropyrido[2,3-b]pyrazineHCID 66666001—

Reaction Conditions

Temperature0 °C

Reaction Steps

To 2,3-Dip-tolylpyrido[2,3-b]pyrazine (Intermediate E, step 1) (6.74 g, 21.65 mmol) in THF (130 ml) was added dropwise at room temperature 2.4 M LiAlH4 in THF (4.51 ml, 10.82 mmol). To the reaction mixture cooled to 0° C. was added dropwise and successively water (0.409 ml), 15% aqueous NaOH (0.409 ml) and water (1.227 ml). The mixture was stirred at 0° C. for 15 min and allowed to warm to RT. Anhydrous MgSO4 was added and the mixture was stirred for 15 min and filtered. The residue was washed with EtOAc (×5) and the filtrate was concentrated in vacuo to afford the title compound:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754085B2
Source datasetuspto-grants-2014_06
ORD IDord-2384b459f78841ca8abf799646c47b48
Source noteuspto-grants-2014_06