HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-(3,5-difluorophenyl)-2-(pyridin-3-yl)-6-(2-(tetrahydro-2H-pyran-4-yl)ethoxy)-1H-inden-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | 2-(Oxan-4-yl)ethan-1-ol | HCID 17750944 | — |
| Reactant | 2-bromo-6-hydroxy-3-phenyl-1H-inden-1-one | HCID 70306176 | — |
| Reactant | 3-(3,5-difluorophenyl)-6-hydroxy-2-(pyridin-3-yl)-1H-inden-1-one | HCID 70317432 | — |
| Product | 3-(3,5-difluorophenyl)-2-(pyridin-3-yl)-6-(2-(tetrahydro-2H-pyran-4-yl)ethoxy)-1H-inden-1-one | HCID 51002045 | 33% |
Reaction Steps
The procedure of Step 6 of Example 1 was repeated except for using 3-(3,5-difluorophenyl)-6-hydroxy-2-(pyridin-3-yl)-1H-inden-1-one obtained in Step 1 of Example 64 as a starting material instead of 2-bromo-6-hydroxy-3-phenyl-1H-inden-1-one, 2-(tetrahydro-2H-pyran-4-yl)ethanol (2.0 eq) instead of 4-(2-hydroxyethyl)morpholine, using 2 equivalents of PPh3 and DIAD, being stirred for 17 h, and being purified by prep. HPLC (20% H2O/CH3CN) to provide the title compound (33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877747B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-64036c386eea4da2914d9e04852e0d65 |
| Source note | uspto-grants-2014_11 |