Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (4-Boc-Aminophenyl)Boronic Acid | HCID 3613184 | — |
| Reactant | HCID 57636526 | HCID 57636526 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57636499 | HCID 57636499 | — |
Reaction Steps
A solution of 2,3-difluoro-4-trifluoromethylsulfonyloxybenzonitrile in 60 mL of dioxane is admixed under an argon atmosphere with 1.24 g of 4-(tert-butyloxycarbonylamino)phenylboronic acid. A solution of 1.03 g of sodium carbonate in 15 mL of water is added, followed by 0.48 g of tetrakistriphenylphosphinepalladium. The reaction mixture is stirred at 90° C. for 3 hours and then poured into 80 mL of distilled water. Following extraction with ethyl acetate and then washing with saturated sodium chloride solution, the organic phase is concentrated under reduced pressure, to give 0.8 g of 2,3-difluoro-4-(4-tert-butoxycarbonylaminophenyl)benzonitrile, whose characteristics are as follows:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07517902B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-314da4aae86f488394720ccb057efae7 |
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| Source note | uspto-grants-2009_04 |
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