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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 255347Generated: October 29, 2026

1,4-Dioxane hydrochloride → 3-Oxo-4-[2-((2R,5S)-5-{[(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methyl]amino}piperidin-2-yl)ethyl]-3,4-dihydro-2H-1,4-benzoxazine-6-carbonitrile

https://huagongshe.com/reaction/255347

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
Reactanttert-butyl (2R,5S)-2-[2-(6-cyano-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]-5-{[(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methyl]amino}piperidine-1-carboxylateHCID 66774765—
Solvent1,4-DioxaneHCID 31275—
Product3-Oxo-4-[2-((2R,5S)-5-{[(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methyl]amino}piperidin-2-yl)ethyl]-3,4-dihydro-2H-1,4-benzoxazine-6-carbonitrileHCID 6677496364.3%

Reaction Steps

To a solution of tert-butyl (2R,5S)-2-[2-(6-cyano-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]-5-{[(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methyl]amino}piperidine-1-carboxylate (Intermediate 182, 0.138 g) in dioxane (2 mL) was added 4M HCl/dioxane (1 mL). After 1 hour at room temperature, the reaction was concentrated and evaporated twice from methanol. The solid was suspended in methanol and filtered to yield 73 mg of the name compound as a bis HCl salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07875715B2
Source datasetuspto-grants-2011_01
ORD IDord-727c073f16d14c80a02bd84aa7a56960
Source noteuspto-grants-2011_01