Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | Stannane, tributyl(1-ethoxyethenyl)- | HCID 619414 | — |
| Reactant | HCID 68313010 | HCID 68313010 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68312958 | HCID 68312958 | 130.9% |
Reaction Steps
A mixture of 13-bromo-12-methoxy-4-[3-methyl-1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaen (1.55 g, 3.73 mmol), tributyl(1-ethoxyvinyl)stannane (1.35 g, 3.74 mmol), LiCl (472 mg, 11.2 mmol), and Pd(PPh3)4 (130 mg, 0.120 mmol) in THF (30 mL) in a sealed tube was stirred at 80° C. for 16 hrs under N2 atmosphere. After cooling to room temperature, aq. KF (2.0 M, 50.0 mL) was added. The resulting mixture was stirred at room temperature for 1 h and then filtered. The filtrate was extracted with ethyl acetate (5×50 mL). The combined organic layers were washed with brine and dried over MgSO4. Removal of the solvent gave the desired product (2.0 g) as pale yellow oil. LCMS m/z [M+H]+ 410.3
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090628B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-f430deccf4a9401cbcb0fa309ffc7f09 |
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| Source note | uspto-grants-2015_07 |
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