HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-N,N,6-trimethylpyrimidin-2-amine → [4-(3,8-Diaza-bicyclo[4.2.0]oct-8-yl)-6-methyl-pyrimidin-2-yl]-dimethyl-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-N,N,6-trimethylpyrimidin-2-amine | HCID 21960 | — |
| Reactant | 2-Chloroquinoxaline | HCID 238938 | — |
| 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 | [4-(3,8-Diaza-bicyclo[4.2.0]oct-8-yl)-6-methyl-pyrimidin-2-yl]-dimethyl-amine | HCID 68156861 | — |
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-methyl-pyrimidin-2-yl)-dimethyl-amine for 2-chloro-quinoxaline in Step A. MS (ESI) mass calcd. for C13H21N5, 247.34. m/z found 248.1 [M+H]+. 1H NMR (CDCl3): 5.40 (s, 1H), 4.21-4.10 (m, 1H), 3.85 (t, J=7.4, 1H), 3.63-3.49 (m, 2H), 3.33 (s, 1H), 3.09 (d, J=9.3, 7H), 2.97-2.52 (m, 2H), 2.19 (s, 3H), 2.09-1.97 (1H), 1.77-1.59 (m, 1H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680275B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-95ecc4e533094554942d8533f0489885 |
| Source note | uspto-grants-2014_03 |