HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-butyl N-[4-[3-[2-methyl-6-(4-methylsulfonylbutanoylamino)phenyl]phenyl]sulfonyl-5-methylsulfanylthiophene-2-carboximidoyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methanesulfonyl-butyryl chloride | HCID 21886617 | — |
| Reactant | tert-butyl N-[4-[3-(2-amino-6-methylphenyl)phenyl]sulfonyl-5-methylsulfanylthiophene-2-carboximidoyl]carbamate | HCID 145857623 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl N-[4-[3-[2-methyl-6-(4-methylsulfonylbutanoylamino)phenyl]phenyl]sulfonyl-5-methylsulfanylthiophene-2-carboximidoyl]carbamate | HCID 145857696 | 86.3% |
Reaction Steps
4-Methanesulfonyl-butyryl chloride (0.333 g, 1.81 mmol) [example 209, step a] was added to a solution of {[4-(2′-amino-6′-methyl-biphenyl-3-sulfonyl)-5-methylsulfanyl-thiophen-2-yl]-imino-methyl}-carbamic acid tert-butyl ester (0.468 g, 0.905 mmol) [example 25, step c] and triethylamine (1.83 g, 18.1 mmol) in dichloromethane at room temperature. The reaction was stirred for 24 hours and then evaporated. Column chromatography (25% EtOAc in hexanes) of the residue yielded the title compound (0.520 g, 78%) as a solid. ESI-MS (m/z): Calcd. for C29H35N3O7S4: 665.14; found: 665.8.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07138530B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-9224f23ad50b4f22be9fb2847d751692 |
| Source note | uspto-grants-2006_11 |