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Dichloromethane → N-{6-[1-(Dimethylsulfamoyl)piperidin-4-yl]-5-methylpyridin-3-yl}-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

HRID 1748686
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HRID 1748686 반응식
C(N(CC)CC)C.[CH3:8][N:9]([CH3:14])[S:10](Cl)(=[O:12])=[O:11].[CH3:15][C:16]1[N:20]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][N:22]=2)[N:19]=[CH:18][C:17]=1[C:31]([NH:33][C:34]1[CH:35]=[N:36][C:37]([CH:41]2[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]2)=[C:38]([CH3:40])[CH:39]=1)=[O:32].ClCCl>O>[CH3:8][N:9]([CH3:14])[S:10]([N:44]1[CH2:43][CH2:42][CH:41]([C:37]2[N:36]=[CH:35][C:34]([NH:33][C:31]([C:17]3[CH:18]=[N:19][N:20]([C:21]4[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][N:22]=4)[C:16]=3[CH3:15])=[O:32])=[CH:39][C:38]=2[CH3:40])[CH2:46][CH2:45]1)(=[O:12])=[O:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 8471Triethylamine2회HCID 83372Dimethylsulphamoyl chloride2회HCID 866925445-Methyl-N-[5-methyl-6-(piperidin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

생성물 1

HCID 86692636N-{6-[1-(Dimethylsulfamoyl)piperidin-4-yl]-5-methylpyridin-3-yl}-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Triethylamine (73 μl) and dimethylsulfamoyl chloride (56 μl) were added to a mixture of 5-methyl-N-[5-methyl-6-(piperidin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (222 mg) described in Reference Example 171 and dichloromethane (10 ml), stirred at room temperature for 6.5 hours, triethylamine (146 μl) and dimethylsulfamoyl chloride (56 μl) were added and stirred at room temperature for 7.5 hours. Water was added to the reaction solution, extracted with chloroform, the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The precipitated solid was washed with ethyl acetate and ethanol to give the titled compound (122 mg) as a white solid.

후처리

  1. stirringstirred at room temperature for 7.5 hours
  2. extractionextracted with chloroform
  3. washthe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. washThe precipitated solid was washed with ethyl acetate and ethanol

출처 및 근거

ORD 기록
ord-6a5276de0c8b4ae0904068fa150a32d3
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150555B2

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