HuagongsheHuagongshe Chemistry Print Report · For research reference only
Quinoline-3-boronic acid → 3-(3,5-Difluorophenyl)-6-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-2-(quinolin-3-yl)-1H-inden-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Quinoline-3-boronic acid | HCID 2734663 | — |
| Reactant | 6-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-one | HCID 70307620 | — |
| Reactant | 2-Bromo-3-(3,5-difluorophenyl)-6-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-1H-inden-1-one | HCID 70308956 | — |
| Product | 3-(3,5-Difluorophenyl)-6-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-2-(quinolin-3-yl)-1H-inden-1-one | HCID 70312680 | 79% |
Reaction Steps
The procedure of Step 7 of Example 1 was repeated except for using 2-bromo-3-(3,5-difluorophenyl)-6-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-1H-inden-1-one obtained in Step 3 of Example 100 as a starting material instead of 6-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-one, 3-quinolinylboronic acid instead of 3-pyridinylboronic acid, and being purified by silica gel column chromatography (EtOAc/hexanes=1:1) to obtain the title compound (79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877747B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-538ecdff6a8646cc898c7004707eb174 |
| Source note | uspto-grants-2014_11 |