Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | N-tert-butyl-4'-aminobiphenyl-2-sulfonamide | HCID 10804475 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | HCID 86758107 | HCID 86758107 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70107072 | HCID 70107072 | 65% |
Reaction Steps
To a solution of 2′-tert-butylaminosulfonyl-4-amino-[1,1′]-biphenyl (198 mg, 0.65 mmol) in 5 ml anhydrous dichloromethane was added a solution of 2M trimethylaluminum in hexane (0.98 ml, 1.95 mmol). Reaction was stirred at room temperature for 20 minutes to which a solution of ethyl (Z) 3-(3-cyanophenyl)-2-propenoate (140 mg, 0.65 mmol) in 1 ml anhydrous dichloromethane was added. Reaction was stirred at room temperature overnight. Reaction was quenched with 5 ml 1N HCl after which an additional 20 ml dichloromethane was added. Organic was washed with 2×25 ml water, dried over magnesium sulfate and concentrated to give (2Z)-N-[4-(2-{[(tert-butyl)amino]sulfonyl}phenyl)phenyl]-3-(3-cyanophenyl)but-2-enamide (200 mg, 65%) as a light brown residue which was sufficiently pure to be used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06399627B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-84540a1a21b04b23835ebb1ee0e219d0 |
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| Source note | uspto-grants-2002_06 |
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