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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1170023Generated: October 27, 2026

Cyclo(prolylglycyl) → (6S)-1,4-Diazabicyclo(4.3.0)nonane

https://huagongshe.com/reaction/1170023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclo(prolylglycyl)HCID 126154—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant4-Hydroxy-3-(6-methyl-1H-benzoimidazol-2-yl)-1H-[1,7]naphthyridin-2-oneHCID 135518153—
Product(6S)-1,4-Diazabicyclo(4.3.0)nonaneHCID 781249—

Reaction Steps

(6S)-1,4-diazabicyclo[4.3.0]nonane was synthesized as shown above by LAH (lithium aluminum hydride) reduction of commercially available Cyclo-Gly-Pro, employing the literature procedure set forth in the following reference which is herein incorporated by reference in its entirety for all purposes as if fully set forth herein: de Costa B. R. et al. J. Med. Chem., 1993, 36, 2311. Conversion to the concomitant 3-[6-((1S)-3,6-diazabicyclo[4.3.0]non-3-yl)benzimidazol-2-yl]4-amino-5-fluorohydroquinolin-2-one was performed according to the procedure in Example 8 (LC/MS m/z 419.1 (MH+), Rt 1.96 minutes).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07825132B2
Source datasetuspto-grants-2010_11
ORD IDord-223d8446954249d895bc9204a406e0eb
Source noteuspto-grants-2010_11