Réaction #911

ord-740719404b1e4815a4a77e34574adcd7

Équation de réaction

COC(=O)c1c(S(=O)(=O)NC(C)(C)C)ccn1C
methyl 3-[[(1,1-dimethylethyl)amino]-sulfonyl]-1-methyl-1H-pyrrole-2-carboxylate
O=C(O)C(F)(F)F
trifluoroacetic acid
COC(=O)c1c(S(N)(=O)=O)ccn1C
title compound
COC(=O)c1c(S(N)(=O)=O)ccn1C
Methyl 3-(aminosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    ConcentrationThe gold solution was concentrated to an oily residue
  2. 2
    workup.ADDITIONDiethyl ether was added to the residue
  3. 3
    Autreremoved by evaporation
  4. 4
    Autreto remove residual TFA
  5. 5
    Filtrationfiltered

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05723410uspto-grants-1998_03