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-{[(3R)-1-methylpyrrolidin-3-yl]oxy}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-{[(3R)-1-methylpyrrolidin-3-yl]oxy}pyrimidine | HCID 86682458 | — |
| Reactant | 2-Chloro-5-[(1-methylpiperidin-4-yl)oxy]pyrimidine | HCID 86682459 | — |
| Product | 4-(4,4-Difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-[1-(5-{[(3R)-1-methylpyrrolidin-3-yl]oxy}pyrimidin-2-yl)piperidin-4-yl]-5,6,7,8-tetrahydroquinolin-5-ol | HCID 86682457 | — |
Reaction Steps
Reactions similar to those of Reference Example 29 and Example 38 were performed except for using 2-chloro-5-{[(3R)-1-methylpyrrolidin-3-yl]oxy}pyrimidine, which was prepared by a method similar to that of Reference Example 30, instead of 2-chloro-5-[(1-methylpiperidin-4-yl)oxy]pyrimidine, and from 100 mg (0.155 mmol) 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, 58 mg of the title compound was obtained as a white solid (yield: 44%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187450B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-57847d8807184f3c909436d272d7f19c |
| Source note | uspto-grants-2015_11 |