Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 71061873 | HCID 71061873 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 71061894 | HCID 71061894 | — |
| Product | HCID 71618553 | HCID 71618553 | — |
Reaction Steps
A mixture of N-[1-(4-bromo-2,6-dichlorobenzoyl)-1H-pyrrolo[3,2-c]pyridin-4-yl]-N-(cyclopropylcarbonyl)cyclopropanecarboxamide (40 mg, 0.11 mmol), dppf (10 mg, 0.018 mmol), copper cyanide (41 mg, 0.45 mmol) and cesium carbonate (110 mg, 0.33 mmol) in 1,4-dioxane (2 mL) was heated in a sealed vial at 90° C. for 4 hours. Ethyl acetate was added and washed with saturated aqueous sodium hydrogen carbonate solution, dried over anhydrous sodium sulphate and concentrated to get the crude residue which was purified by silica gel column chromatography to afford N-(cyclopropylcarbonyl)-N-[1-(2,6-dichloro-4-cyanobenzoyl)-1H-pyrrolo[3,2-c]pyridin-4-yl]cyclopropanecarboxamide and N-[1-(2,6-dichloro-4-cyanobenzoyl)-1H-pyrrolo[3,2-c]pyridin-4-yl]cyclopropanecarboxamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09364466B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-330be62508a24d23bcc23efe1697238a |
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| Source note | uspto-grants-2016_06 |
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