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Trifluoroacetic acid → 3-Cyano-4-[2-pyridazin-4-yl-4-(trifluoromethyl)benzyl]-N-1,2,4-thiadiazol-5-ylbenzenesulfonamide

HRID 509100
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HRID 509100 반응식
[C:1]([C:3]1[CH:4]=[C:5]([S:26]([N:29](CC2C=CC(OC)=CC=2OC)[C:30]2[S:34][N:33]=[CH:32][N:31]=2)(=[O:28])=[O:27])[CH:6]=[CH:7][C:8]=1[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:11]=1[C:20]1[CH:25]=[CH:24][N:23]=[N:22][CH:21]=1)#[N:2].FC(F)(F)C(O)=O>ClCCl>[C:1]([C:3]1[CH:4]=[C:5]([S:26]([NH:29][C:30]2[S:34][N:33]=[CH:32][N:31]=2)(=[O:27])=[O:28])[CH:6]=[CH:7][C:8]=1[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:18])([F:17])[F:19])=[CH:12][C:11]=1[C:20]1[CH:25]=[CH:24][N:23]=[N:22][CH:21]=1)#[N:2]
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 666527743-Cyano-N-(2,4-dimethoxybenzyl)-4-[2-pyridazin-4-yl-4-(trifluoromethyl)benzyl]-N-1,2,4-thiadiazol-5-ylbenzenesulfonamide

생성물 1

HCID 565980593-Cyano-4-[2-pyridazin-4-yl-4-(trifluoromethyl)benzyl]-N-1,2,4-thiadiazol-5-ylbenzenesulfonamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

3-Cyano-N-(2,4-dimethoxybenzyl)-4-[2-pyridazin-4-yl-4-(trifluoromethyl)benzyl]-N-1,2,4-thiadiazol-5-ylbenzenesulfonamide (Preparation 34, 54 mg, 0.083 mmol) was dissolved in dichloromethane (0.75 mL) and cooled to 0° C. Trifluoroacetic acid (32 μL, 0.41 mmol) was added as a solution in dichloromethane (0.25 mL) and the reaction stirred for 2 hours warming slowly to room temperature. The solvent was removed in vacuo and the residue re-dissolved in methanol. Once again the solvent was removed in vacuo. The material was suspended in methanol and filtered through Celite™. The reaction mixture was concentrated in vacuo and purified by the basic preparative HPLC method to afford the title compound.

후처리

  1. temperaturewarming slowly to room temperature
  2. customThe solvent was removed in vacuo
  3. dissolutionthe residue re-dissolved in methanol
  4. customOnce again the solvent was removed in vacuo
  5. filtrationfiltered through Celite™
  6. concentrationThe reaction mixture was concentrated in vacuo
  7. custompurified by the basic preparative HPLC method

출처 및 근거

ORD 기록
ord-904c9d206457447dba1be36f654282d4
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096558B2

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