HuagongsheHuagongshe Chemistry Print Report · For research reference only
Rel-n-{2-[((3r,4r)-1-{1-[4-(morpholin-4-ylcarbonyl)phenyl]piperidin-4-yl}-4-propoxypyrrolidin-3-yl)amino]-2-oxoethyl}-3-(trifluoromethyl)benzamide → Rel-n-[2-({(3r,4r)-1-[1-(4-methoxyphenyl)piperidin-4-yl]-4-propoxypyrrolidin-3-yl}amino)-2-oxoethyl]-3-(trifluoromethyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Rel-n-{2-[((3r,4r)-1-{1-[4-(morpholin-4-ylcarbonyl)phenyl]piperidin-4-yl}-4-propoxypyrrolidin-3-yl)amino]-2-oxoethyl}-3-(trifluoromethyl)benzamide | HCID 67004650 | — |
| Reactant | 1-[4-(Morpholin-4-ylcarbonyl)phenyl]piperidin-4-one | HCID 67004694 | — |
| Product | Rel-n-[2-({(3r,4r)-1-[1-(4-methoxyphenyl)piperidin-4-yl]-4-propoxypyrrolidin-3-yl}amino)-2-oxoethyl]-3-(trifluoromethyl)benzamide | HCID 57814022 | — |
Reaction Steps
The title compound was synthesized in similar fashion to rel-N-{2-[((3R,4R)-1-{1-[4-(morpholin-4-ylcarbonyl)phenyl]piperidin-4-yl}-4-propoxypyrrolidin-3-yl)amino]-2-oxoethyl}-3-(trifluoromethyl)benzamide substituting 1-(4-methoxyphenyl)piperidin-4-one for 1-[4-(morpholin-4-ylcarbonyl)phenyl]piperidin-4-one and was isolated as a white solid. 1H-NMR (CDCl3) δ: 0.91 (m, J=7.2 Hz, 3H), 1.52-1.74 (m, 4H), 1.93-1.96 (m, 2H), 2.27-2.44 (m, 2H), 2.62-2.69 (m, 2H), 2.78-2.93 (m, 2H), 3.36-3.51 (m, 4H), 3.56-3.64 (m, 1H), 3.76 (s, 3H), 4.14 (d, J=4.8 Hz, 2H), 4.31-4.36 (m, 1H), 6.69-6.71 (m, 1H), 6.81-6.91 (m, 4H), 7.20-7.23 (m, 1H), 7.56 (t, J=7.5 Hz, 1H), 7.76 (d, J=7.5 Hz, 1H), 8.01 (d, J=7.2 Hz, 1H), 8.11 (s, 1H). MS m/z: 563 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067457B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-282ab9a04b8d4c67b490dd9b4ca0e21a |
| Source note | uspto-grants-2011_11 |