HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroquinoxaline → (1R,6S)-[4-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)-6-trifluoromethyl-pyrimidin-2-yl]-dimethyl-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroquinoxaline | HCID 238938 | — |
| Reactant | 4-Chloro-N,N-dimethyl-6-(trifluoromethyl)pyrimidin-2-amine | HCID 17999107 | — |
| Reactant | Tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate | HCID 43810891 | — |
| Reactant | 2-(3,8-Diaza-bicyclo[4.2.0]oct-8-yl)-quinoxaline | HCID 67116651 | — |
| Product | (1R,6S)-[4-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)-6-trifluoromethyl-pyrimidin-2-yl]-dimethyl-amine | HCID 69932407 | — |
Reaction Steps
The title compound was prepared in a manner analogous to Intermediate 2, substituting (1R,6S)-(3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester for 3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester and (4-chloro-6-trifluoromethyl-pyrimidin-2-yl)-dimethyl-amine for 2-chloro-quinoxaline in Step A. MS (ESI) mass calcd. for C13H18F3N5, 301.31. m/z found 302.1 [M+H]+. 1H NMR (CDCl3): 9.04 (s, 1H), 5.98-5.63 (m, 1H), 4.56 (dd, J=4.9, 3.1, 1H), 3.99 (t, J=7.8, 1H), 3.88-3.70 (m, 2H), 3.68-3.37 (m, 2H), 3.33-3.17 (m, 1H), 3.16-3.00 (m, 6H), 2.95-2.74 (m, 1H), 2.33-1.85 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680275B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-36fd0eebb1a348529411b350af0a74de |
| Source note | uspto-grants-2014_03 |