HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-butyl N-[4-[3-[4-chloro-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-4-chloro-6-methylphenyl)phenyl]sulfonyl-5-methylsulfanylthiophene-2-carboximidoyl]carbamate | HCID 145857635 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl N-[4-[3-[4-chloro-2-methyl-6-(4-methylsulfonylbutanoylamino)phenyl]phenyl]sulfonyl-5-methylsulfanylthiophene-2-carboximidoyl]carbamate | HCID 145857681 | 81% |
Reaction Steps
{[4-(2′-Amino-4′-chloro-6′-methyl-biphenyl-3-sulfonyl)-5-methylsulfanyl-thiophen-2-yl]-imino-methyl}-carbamic acid tert-butyl ester (120 mg, 0.22 mmol, Example 135, e) and Et3N (0.91 μL, 0.65 mmol) were dissolved into DCM (4 mL). To this was added (4-Methanesulfonyl-butyryl chloride (0.144 M, 3.1 mL, 0.44 mmol, Example 209: a) and the reaction was stirred at RT overnight. The solvents were removed in vacuo followed by purification by flash column chromatography (20% EtOAc/hexanes) that yielded the title compound as an orange solid (124 mg, 81%). ESI-MS (m/z): Calcd. for C29H34ClN3O7S4: 700.1 (M+1) found: 700.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109354B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-c24919e929f54e7b814612b14b09ea56 |
| Source note | uspto-grants-2006_09 |