Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Bromoaniline | HCID 11992 | — |
| Reactant | 4-(Isopropylsulphonyl)benzeneboronic acid | HCID 44119327 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 66790844 | HCID 66790844 | — |
Reaction Steps
To a solution of 2-bromoaniline (1.51 g, 8.78 mmol) in a mixture of benzene (58 mL), H2O (23 mL) and ethanol (3 mL) was added 4-(isopropylsulfonylphenyl)boronic acid (3.00 g, 13.2 mmol) followed by tetrakis(triphenylphoshine) palladium(0) (1.01 g, 0.88 mmol). After stirring 85° C. for 48 h the reaction mixture was poured into H2O (500 mL), extracted with chloroform (three times), dried over MgSO4 and concentrated under vacuum. Purification by silica gel chromatography (20% EtOAc/hexanes—40% EtOAc/hexanes) afforded the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08211904B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-604c38329e3f497eafb4af416ea731f1 |
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| Source note | uspto-grants-2012_07 |
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