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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644372Generated: October 30, 2026

1-[2-(4-Aminopiperidin-1-yl)ethyl]-2-oxo-1,2-dihydroquinoline-7-carbonitrile → 4-[2-(6-Amino-3-azabicyclo[3.1.0]hex-3-yl)ethyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carbonitrile

https://huagongshe.com/reaction/1644372

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-[2-(4-Aminopiperidin-1-yl)ethyl]-2-oxo-1,2-dihydroquinoline-7-carbonitrileHCID 60200920—
Reactanttert-Butyl {3-[2-(6-cyano-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]-3-azabicyclo[3.1.0]hex-6-yl}carbamateHCID 86642625—
Product4-[2-(6-Amino-3-azabicyclo[3.1.0]hex-3-yl)ethyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carbonitrileHCID 66775360—

Reaction Steps

tert-Butyl{3-[2-(6-cyano-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]-3-azabicyclo[3.1.0]hex-6-yl}carbamate (Intermediate 94) was reacted as described for Intermediate 14. The crude trifluoro acetate of the title compound was obtained as a colorless solid and used without further purification for the next step (quantitative yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124602B2
Source datasetuspto-grants-2012_02
ORD IDord-9975864ce5b94140affe4c93d2153dee
Source noteuspto-grants-2012_02