Trifluoroacetic acid → N-[4-(2,4,6-Trimethylphenyl)-2-thiazolyl]indoline-2-carboxamide

HRID 2082408노트

반응식

HRID 2082408 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[C:10]1[N:11]=[C:12]([NH:15][C:16]([CH:18]2[CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]2C(OC(C)(C)C)=O)=[O:17])[S:13][CH:14]=1.FC(F)(F)C(O)=O>ClCCl.C(OCC)(=O)C>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[C:10]1[N:11]=[C:12]([NH:15][C:16]([CH:18]2[CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[NH:19]2)=[O:17])[S:13][CH:14]=1

참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acidHCID 21249482N-[4-(2,4,6-Trimethylphenyl)-2-thiazolyl]-1-tert-butoxycarbonyl-indoline-2-carboxamide

생성물 1

HCID 21249485N-[4-(2,4,6-Trimethylphenyl)-2-thiazolyl]indoline-2-carboxamide수율 88%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

35 g of N-[4-(2,4,6-trimethylphenyl)-2-thiazolyl]-1-tert-butoxycarbonyl-indoline-2-carboxamide are dissolved in 200 ml of dry dichloromethane and 40 ml of trifluoroacetic acid are added dropwise. The reaction mixture is kept at ambient temperature for 2 hours and then evaporated to dryness. The residue obtained is taken up in 150 ml of ethyl acetate. The organic solution is washed with 1N aqueous sodium hydroxide solution and then with water saturated with NaCl and dried over anhydrous magnesium sulphate. After removal of the ethyl acetate, the final product is obtained, from which the salt is prepared by the action of gaseous HCl in isopropanol. The hydrochloride melts at 212° C. Yield 88%. Salt: 1H NMR: 80 MHz(DMSOd6) δ(ppm): 2.1(s,6H); 2.4(s,3H); 3.2-3.8(m,2H); 5.0(m,1H); 6.0(s,1H; 6.9-7.6(m,7H); 12.1(s,1H).

후처리

  1. customevaporated to dryness
  2. customThe residue obtained
  3. washThe organic solution is washed with 1N aqueous sodium hydroxide solution
  4. dry with materialwith water saturated with NaCl and dried over anhydrous magnesium sulphate
  5. customAfter removal of the ethyl acetate

출처 및 근거

ORD 기록
ord-56b28b0be4944494aee74a2b0ed9286d
출처 데이터셋
uspto-grants-1993_02
특허 번호
US05189049

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