Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylaniline | HCID 66028 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 19024475 | HCID 19024475 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 19024459 | HCID 19024459 | 92% |
Reaction Steps
A mixture of 75 mg (0.166 mmole) of N-[[2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl]-N-pentylcarbamoyl chloride (from Step B), 46 mg (0.25 mmole) of N-phenylbenzylamine, 58 μL (43 mg, 0.33 mmole) of N,N-diisopropylethylamine, and 1 mL of dry toluene was stirred under N2 at 110° C. for 48 hours. The cooled reaction mixture was concentrated by rotary evaporation. Flash chromatography of the residual oil on silica gel (elution with 4:1 and then 3:1 hexane-EtOAc) gave 91 mg (92%) of the title compound as a tacky foam, homogeneous by TLC in 3:1 hexane-EtOAc; FAB-MS m/e 599 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05312820 |
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| Source dataset | uspto-grants-1994_05 |
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| ORD ID | ord-37d5264a32a64cbeb0e1ed75b9757acf |
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| Source note | uspto-grants-1994_05 |
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