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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968646Generated: October 25, 2026

Water → (R)-Octahydro-pyrido[1,2-a]pyrazine

https://huagongshe.com/reaction/968646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant(9aR)-octahydro-1H-pyrido(1,2-a)pyrazine-1,4-dioneHCID 66936119—
SolventTetrahydrofuranHCID 8028—
Product(R)-Octahydro-pyrido[1,2-a]pyrazineHCID 77377569.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

(R)-Octahydro-1,4-dioxo-2H-pyrido[1,2-a]pyrazine (0.5 g, 2.98 mmol) was added portionwise to a stirred solution of lithium aluminium hydride (1M in tetrahydrofuran; 11.9 ml, 11.9 mmol). The resulting mixture was heated under reflux for 0.5 h. The solution was then cooled to 0° C. and treated dropwise with water (1.35 ml), 1 M sodium hydroxide solution (0.45 ml), then water (1.35 ml). Tetrahydrofuran (10 ml) was added and the solution stirred for 0.5 h, before filtration. The filter cake was washed with tetrahydrofuran (2×5 ml) and the combined filtrate and washings concentrated to yield (R)-octahydro-2H-pyrido[1,2-a]pyrazine as a yellow oil (0.29 g, 2.07 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07304064B2
Source datasetuspto-grants-2007_12
ORD IDord-d8177b0d07644d80a3a48c4387a17559
Source noteuspto-grants-2007_12