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

HRID 2259179

반응식

HRID 2259179 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23985Gold촉매HCID 6344Dichloromethane용매

실험 절차

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. 1H NMR (Acetone-d6, 200 MHz.) δ: 7.01(d,1H), 6.51(d,1H), 6.28(bs,2H), 3.95(s,3H), 3.93(s,3H).

후처리

  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

출처 및 근거

ORD 기록
ord-2104c484f3b04020b0249e9224872520
출처 데이터셋
uspto-grants-1995_12
특허 번호
US05472933

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