Trifluoromethylsulfonamide → N-(3-{1-[5-Chloro-(4-chloro-benzyloxy)-benzyl]-5-methyl-1H-pyrazol-3-YL}-propionyl)-C,C,C-trifluoro-methanesulfonamide

HRID 453326

반응식

HRID 453326 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([CH:28]=1)[CH:7]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)[N:8]1[C:12]([CH3:13])=[CH:11][C:10]([CH2:14][CH2:15][C:16](F)=[O:17])=[N:9]1.[F:29][C:30]([F:36])([F:35])[S:31]([NH2:34])(=[O:33])=[O:32]>CN(C1C=CN=CC=1)C.C(Cl)Cl.CCOC(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([CH:28]=1)[CH:7]([O:19][CH2:20][C:21]1[CH:22]=[CH:23][C:24]([Cl:27])=[CH:25][CH:26]=1)[N:8]1[C:12]([CH3:13])=[CH:11][C:10]([CH2:14][CH2:15][C:16]([NH:34][S:31]([C:30]([F:36])([F:35])[F:29])(=[O:33])=[O:32])=[O:17])=[N:9]1

참가 물질

6

반응물 2

HCID 79001TrifluoromethylsulfonamideHCID 866672893-{1-[5-Chloro-(4-chloro-benzyloxy)-benzyl]-5-methyl-1H-pyrazol-3-YL}-propionyl fluoride

생성물 1

HCID 86667288N-(3-{1-[5-Chloro-(4-chloro-benzyloxy)-benzyl]-5-methyl-1H-pyrazol-3-YL}-propionyl)-C,C,C-trifluoro-methanesulfonamide수율 72%

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of acid fluoride 9 (0.14 g, 0.33 mmol) and DMAP 0.161 g (1.3 mmol) in dry DCM, trifluoromethanesulfonamide 0.147 g (0.98 mmol) was added. The mixture was stirred under a nitrogen atmosphere for 16 hours before diluting with EtOAc. The organic phase was washed with 2M HCl, followed by brine, dried over MgSO4 and evaporated to dryness. The crude acyl sulphonamide 10 was purified on silica to yield 0.13 g as a white solid (72%).

후처리

  1. washThe organic phase was washed with 2M HCl
  2. dry with materialdried over MgSO4
  3. customevaporated to dryness
  4. customThe crude acyl sulphonamide 10 was purified on silica

출처 및 근거

ORD 기록
ord-e0210d42a02c48f8befebabf8b50faf8
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492424B2

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