Trifluoroacetic acid → Methyl 3-(aminosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate

HRID 1081236

Reaktionsgleichung

Reaktionsgleichung von HRID 1081236
CC([NH:5][S:6]([C:9]1[CH:13]=[CH:12][N:11]([CH3:14])[C:10]=1[C:15]([O:17][CH3:18])=[O:16])(=[O:8])=[O:7])(C)C.FC(F)(F)C(O)=O>C(Cl)Cl.[Au]>[NH2:5][S:6]([C:9]1[CH:13]=[CH:12][N:11]([CH3:14])[C:10]=1[C:15]([O:17][CH3:18])=[O:16])(=[O:8])=[O:7]

Komponenten

5

Edukt 2

HCID 6422Trifluoroacetic acidHCID 19693837Methyl 3-[[(1,1-dimethylethyl)amino]sulfonyl]-1-methyl-1H-pyrrole-2-carboxylate

Produkt 1

HCID 15790324Methyl 3-(aminosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23985GoldKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3.53 g of methyl 3-[[(1,1-dimethylethyl)amino]sulfonyl]-1-methyl-1H-pyrrole-2-carboxylate in 40 mL of methylene chloride under an nitrogen atmosphere was added 80 ml, of trifluoroacetic acid (TFA). The gold solution was stirred at room temperature overnight ca. 16 hours. The gold solution was concentrated to an oily residue. Diethyl ether was added to the residue and removed by evaporation to remove residual TFA. The resulting solid was suspended in diethyl ether and filtered affording the title compound as a tan solid, m.p. 105°-107° C.

Aufarbeitung

  1. concentrationThe gold solution was concentrated to an oily residue
  2. additionDiethyl ether was added to the residue
  3. customremoved by evaporation
  4. customto remove residual TFA
  5. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-f2fdda7ab4c84b9aab88acc15e48ddac
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05585328

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