Reaction #911

Reaction equation

methyl 3-[[(1,1-dimethylethyl)amino]-sulfonyl]-1-methyl-1H-pyrrole-2-carboxylate

trifluoroacetic acid

→

title compound

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

Solvents

methylene chloride

Conditions

Workup

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

Procedure

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