Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetramethyltin | HCID 11661 | — |
| Reactant | HCID 71515662 | HCID 71515662 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71515663 | HCID 71515663 | 53.4% |
Reaction Steps
According to Scheme 13: A mixture of 3-[5-acetyl-1-((1R,2R)-4-bromo-6-fluoro-2-hydroxy-indan-1-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl]-benzonitrile (11d) (0.05 g, 0.10 mmol), tetramethyltin (101 mg, 0.566 mmol) and tetrakis(triphenylphosphine)palladium(0) (6 mg, 0.005 mmol) in N,N-dimethylformamide (2 ml) was stirred at 110° C. for 18 h. The mixture was purified by reverse phase HPLC (CH3CN/water gradient with 0.1% trifluoroacetic acid) to give 23 mg of 3-[5-acetyl-1-((1R,2R)-6-fluoro-2-hydroxy-4-methyl-indan-1-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl]-benzonitrile (19a).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09034897B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-df451b8903f74735add35d9714554c66 |
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| Source note | uspto-grants-2015_05 |
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