Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 58111854 | HCID 58111854 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58111865 | HCID 58111865 | — |
Reaction Steps
The mixture of ((S)-1-{(S)-2-[(S)-2-(5-Bromo-pyridin-3-yl)-pyrrolidin-1-yl]-1-cyclohexyl-2-oxo-ethylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester 5 (168 mg, 0.31 mmole), 3,4-(methylene dioxy)pheny boronic acid (60.7 mg, 0.37 mmole), Na2CO3 (1.8 mL, 1.8 momle, 1 M aqueous) in a mixed solution of 8 mL of toluene and 3 mL of ethanol was degaseq under vacuum. After heat at 80° C. for 1.5 hours, the reaction mixture was cooled to room temperature and diluted with 30 mL of EtOAc, and washed by 3×15 mL of water. The organic layer was filtered and concentrated to give 3-(5-{(S)-1-[1-(4-Methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-pyridin-3-yl)-indole-1-carboxylic acid tert-butyl ester 6 as crude producte without further purification for next step reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08044209B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-01ae541dc90641abb0925f80a7d19bfe |
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| Source note | uspto-grants-2011_10 |
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