HuagongsheHuagongshe Chemistry Print Report · For research reference only
(-)-4-(4,4-Difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-(piperidin-4-yl)-5,6,7,8-tetrahydroquinoline → (-)-4-(4,4-Difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-{1-[5-(3,3,3-trifluoropropoxy)pyrimidin-2-yl]piperidin-4-yl}-5,6,7,8-tetrahydroquinolin-5-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (-)-4-(4,4-Difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-(piperidin-4-yl)-5,6,7,8-tetrahydroquinoline | HCID 86682426 | — |
| Reactant | 2-Chloro-5-[(1-methylpiperidin-4-yl)oxy]pyrimidine | HCID 86682459 | — |
| Reactant | 2-Chloro-5-(3,3,3-trifluoropropoxy)pyrimidine | HCID 86682464 | — |
| Product | (-)-4-(4,4-Difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-{1-[5-(3,3,3-trifluoropropoxy)pyrimidin-2-yl]piperidin-4-yl}-5,6,7,8-tetrahydroquinolin-5-ol | HCID 86682463 | — |
Reaction Steps
Reactions similar to those of Reference Example 29 and Example 38 were performed except for using 2-chloro-5-(3,3,3-trifluoropropoxy) pyrimidine, which was prepared by a method similar to that of Reference Example 31, instead of 2-chloro-5-[(1-methylpiperidin-4-yl)oxy]pyrimidine, and from 150 mg (222 μmol) of (−)-4-(4,4-Difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-(piperidin-4-yl)-5,6,7,8-tetrahydroquinoline, which was prepared by a method similar to that of Reference Example 10, 85 mg of the title compound was obtained as a white solid (yield: 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187450B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-c5618714ed594e5c9002e48378af3f21 |
| Source note | uspto-grants-2015_11 |