Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 178515712 | HCID 178515712 | — |
| Solvent | HCID 86715108 | HCID 86715108 | — |
| Product | HCID 74767736 | HCID 74767736 | — |
Reaction Steps
To a mixture of (R)-1-(7-fluoro-3-oxo-indan-5-yl)-3-(6-hydroxy-pyridin-3-yloxy)-pyrrolidin-2-one (60 mg), isopropanol (30 mg) and solvent (THF/DCM/NMP 4:4:1, 5 mL) under argon was added triphenyiphosphine (polymer, 0.4 mmol). After 5 minutes DIAD (51 mg) was added. The mixture was shaken at 40° C. for 12 hours. The mixture was filtered and the filtrate was concentrated. The residue was purified by preparative HPLC to provide Example 2-24. 1H-NMR (400 MHz, DMSO) δ 7.99 (1H, dd, J=11.1, 1.8 Hz), 7.97 (1H, d, J=3.1 Hz), 7.77 (1H, d, J=1.8 Hz), 7.51 (1H, dd, J=9.0, 3.1 Hz), 6.71 (1H, d, J=9.0 Hz), 5.22 (1H, dd, J=8.3, 8.3 Hz), 5.14 (1H, m), 3.96 (1H, m), 3.85 (1H, m), 3.10 (2H, m), 2.72 (2H, m), 2.69 (1H, m), 2.14 (1H, m), 1.27 (6H, d, J=6.2 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853412B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-aabe532c296b41dfba94c7059bc1e9b5 |
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| Source note | uspto-grants-2014_10 |
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