Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 68852883 | HCID 68852883 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Product | HCID 68853836 | HCID 68853836 | 20% |
Reaction Steps
Into a 5 mL microwave flask 4-bromo-3-(morpholinosulfonyl)-N-((1S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl)benzamide (2.4.AaBa, 0.3 g, 0.6 mmol) was dissolved in methanol (2 mL, 0.05 mol). Bis(dibenzylideneacetone)palladium(0) (0.02 g, 0.03 mmol), (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.02 g, 0.03 mmol), and potassium tert-butoxide (0.5 mL, 4 mmol) were then added. The reaction was heated in the microwave oven at 140° C. for 1 h. The solvent was evaporated and prep-HPLC was performed to yield product 2K in 20% yield as a white, crystalline solid. MS analysis (m+1)=437.6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07544676B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-360665328a114b338f9279071bb337bf |
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| Source note | uspto-grants-2009_06 |
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