HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Pyridin-3-yl)benzoic acid → (1R,6S)(2-Pyridin-3-yl-phenyl)-(8-quinoxalin-2-yl-3,8-diaza-bicyclo[4.2.0]oct-3-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Pyridin-3-yl)benzoic acid | HCID 2760505 | — |
| Reactant | 2-(Thiophen-2-yl)benzoic acid | HCID 5105623 | — |
| Reactant | (1R,6S)-2-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)quinoxaline | HCID 68156918 | — |
| Reactant | (1R,6S)-8-(4,6-Dimethyl-pyrimidin-2-yl)-3,8-diaza-bicyclo[4.2.0]octane | HCID 68156939 | — |
| Product | (1R,6S)(2-Pyridin-3-yl-phenyl)-(8-quinoxalin-2-yl-3,8-diaza-bicyclo[4.2.0]oct-3-yl)-methanone | HCID 69931971 | — |
Reaction Steps
The title compound was prepared in a manner analogous to Example 1, substituting (1R,6S)-2-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)quinoxaline (Intermediate 3) for (1R,6S)8-(4,6-dimethyl-pyrimidin-2-yl)-3,8-diaza-bicyclo[4.2.0]octane and 2-pyridin-3-yl-benzoic acid for 2-thiophen-2-yl-benzoic acid. MS (ESI) mass calcd. for C26H23N5O, 421.49; m/z found, 422.2 [M+H]+. 1H NMR (400 MHz, CDCl3): 8.79-8.44 (m, 2H), 8.27-8.26 (m, 9H), 6.83-6.13 (m, 2H), 4.78-3.77 (m, 4H), 3.73-3.32 (m, 2H), 3.18-2.58 (m, 2H), 2.00-1.47 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680275B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-9ca52210ebc343299793ed03f85d97e2 |
| Source note | uspto-grants-2014_03 |