HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclo(prolylglycyl) → (6S)-1,4-Diazabicyclo(4.3.0)nonane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclo(prolylglycyl) | HCID 126154 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 4-Hydroxy-3-(6-methyl-1H-benzoimidazol-2-yl)-1H-[1,7]naphthyridin-2-one | HCID 135518153 | — |
| Product | (6S)-1,4-Diazabicyclo(4.3.0)nonane | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07825132B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-223d8446954249d895bc9204a406e0eb |
| Source note | uspto-grants-2010_11 |