HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dimethoxybenzoyl chloride → (2,6-Dimethoxy-phenyl)-(8-quinoxalin-2-yl-3,8-diaza-bicyclo[4.2.0]oct-3-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dimethoxybenzoyl chloride | HCID 74810 | — |
| Reactant | [1,1'-Biphenyl]-2-carbonyl chloride | HCID 12563768 | — |
| Reactant | 2-(3,8-Diaza-bicyclo[4.2.0]oct-8-yl)-quinoxaline | HCID 67116651 | — |
| Reactant | (1R,6S)-2-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)quinoxaline | HCID 68156918 | — |
| Product | (2,6-Dimethoxy-phenyl)-(8-quinoxalin-2-yl-3,8-diaza-bicyclo[4.2.0]oct-3-yl)-methanone | HCID 67117118 | — |
Reaction Steps
The title compound was prepared in a manner analogous to Example 5, substituting the trifluoro acetic acid salt of 2-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)-quinoxaline (Intermediate 2) for (1R,6S)-2-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)-quinoxaline and 2,6-dimethoxy benzoyl chloride for biphenyl-2-carbonyl chloride. MS (ESI) mass calcd. for C23H24N4O3, 404.46; m/z found, 405.3 [M+H]+. 1H NMR (400 MHz, CDCl3): 8.25 (s, 0.25H), 7.98 (s, 0.75H), 7.90-7.80 (m, 1H), 7.60-7.47 (m, 1H), 7.44-7.30 (m, 2H), 7.23 (t, J=8.4, 0.25H), 7.13 (t, J=8.4, 0.75H), 6.58-6.44 (m, 1.25H), 6.03 (d, J=8.4, 0.75H), 4.90-4.56 (m, 1H), 4.32-3.84 (m, 3H), 3.81 (s, 6H), 3.78-3.56 (m, 1H), 3.50-3.30 (m, 1H), 3.17-2.91 (m, 1H), 2.41-1.53 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680275B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-a34de3f4a4324a0b8241d662518166bc |
| Source note | uspto-grants-2014_03 |