Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | HCID 58307051 | HCID 58307051 | — |
| Catalyst | HCID 178506421 | HCID 178506421 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58306935 | HCID 58306935 | 99% |
Reaction Steps
To methyl 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]-1H-indole-7-carboxylate (0.15 g), 1,1′-bis(diphenylphosphino)ferrocene palladium (14 mg), cesium fluoride (0.17 g), and 3-bromopyridine (79 mg) was added dioxane (4.5 mL), followed by stirring at 100° C. for 21 hours under an argon atmosphere. The reaction mixture was purified by silica gel column chromatography (hexane/ethyl acetate=2/1-1/1) to obtain methyl 1-(4-pyridin-3-yl benzyl)-1H-indole-7-carboxylate (0.13 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08598355B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-21e0bca6e10048599626293cfb17f9de |
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| Source note | uspto-grants-2013_12 |
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