Methanol → {4-[6-(2-Phenylethanesulfinyl)pyridazin-3-YL]piperazin-1-YL}-(2-trifluoromethylphenyl)methanone

HRID 1684994노트

반응식

HRID 1684994 반응식
I([O-])(=O)(=O)=O.[Na+].C[OH:8].[CH2:9]([S:17][C:18]1[N:23]=[N:22][C:21]([N:24]2[CH2:29][CH2:28][N:27]([C:30]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[C:38]([F:41])([F:40])[F:39])=[O:31])[CH2:26][CH2:25]2)=[CH:20][CH:19]=1)[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>O>[C:11]1([CH2:10][CH2:9][S:17]([C:18]2[N:23]=[N:22][C:21]([N:24]3[CH2:25][CH2:26][N:27]([C:30]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=4[C:38]([F:41])([F:40])[F:39])=[O:31])[CH2:28][CH2:29]3)=[CH:20][CH:19]=2)=[O:8])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 11155686[4-(6-Phenethylsulfanylpyridazin-3-YL)piperazin-1-YL](2-trifluoromethylphenyl)methanoneHCID 23667635Sodium periodate

생성물 1

HCID 11179294{4-[6-(2-Phenylethanesulfinyl)pyridazin-3-YL]piperazin-1-YL}-(2-trifluoromethylphenyl)methanone수율 69.2%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

To an ice-cold solution of sodium periodate (0.025 g, 0.12 mmol) in 1:1 mixture of water and methanol was added [4-(6-phenethylsulfanylpyridazin-3-yl)piperazin-1-yl]-(2-trifluoromethylphenyl)methanone. The reaction mixture was stirred at room temperature over night, diluted with water and then extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous MgSO4 and then concentrated in vacuo. The residue was purified by column chromatography to yield the title compound as a white solid (41 mg, 69.2%). 1H NMR (400 MHz, CDCl3) δ 7.86, 7.75, 7.63-7.66, 7.56-7.59, 7.37, 7.25-7.28, 7.21-7.17, 7.07-7.09, 4.04-4.10, 3.83-3.91, 3.70-3.80, 3.45-3.35, 3.26-3.30, 3.2-3.15.

후처리

  1. extractionextracted with dichloromethane
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-9f61b40927e548a4bbaafdd1e970d17b
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148378B2

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