HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
m-(Trifluoromethyl)benzamide → N-(2-{[(3R)-1-(3-allyltetrahydro-2H-pyran-4-yl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | m-(Trifluoromethyl)benzamide | HCID 74535 | — |
| Edukt | 3-allyltetrahydro-4H-pyran-4-one | HCID 21077908 | — |
| Edukt | 1-(6-Methoxypyridin-3-yl)piperidin-4-one | HCID 22000279 | — |
| Produkt | N-(2-{[(3R)-1-(3-allyltetrahydro-2H-pyran-4-yl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide | HCID 57814074 | — |
Reaktionsschritte
The title compound was synthesized in similar fashion to N-[2-{(3R)-1-[1-(6-methoxypyridin-3-yl)piperidin-4-yl]pyrrolidin-3-yl}amino)-2-oxoethyl]-3-(trifluoromethyl)benzamide, whereby 3-allyltetrahydro-4H-pyran-4-one (prepared according to WO2004041161-A2) was substituted for 1-(6-methoxypyridin-3-yl)piperidin-4-one, and was isolated as a white solid. 1H-NMR (CDCl3) δ: 1.46-1.64 (m, 4H), 2.17-2.29 (m, 5H), 2.53-2.59 (m, 2H), 2.74-2.82 (m, 1H), 3.21-3.33 (m, 2H), 3.80-3.91 (m, 2H), 4.07 (d, J=4.8 Hz, 2H), 4.39-4.41 (m, 1H), 4.90-5.02 (m, 2H), 5.59-5.74 (m, 1H), 6.96-7.04 (m, 1H), 7.45-7.50 (m, 1H), 7.68 (d, J=7.5 Hz, 1H), 7.71-7.75 (m, 1H), 7.95 (d, J=7.5 Hz, 1H), 8.05 (s, 1H). MS m/z: 440 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08067457B2 |
| Quelldatensatz | uspto-grants-2011_11 |
| ORD ID | ord-aa7fb588316443be93e1aefa697341c3 |
| Quellennotiz | uspto-grants-2011_11 |