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Acetonitrile → HCID 178508159, 화합물

HRID 2252072
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HRID 2252072 반응식
C(S([N:7]1[C:11]2[CH:12]=[C:13]([C:16]3[N:17]=[C:18]([C:27]4[C:32]([F:33])=[CH:31][CH:30]=[CH:29][C:28]=4[F:34])[NH:19][C:20]=3[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH2:35])(=O)=O)(C)C.[OH-].[Na+].C(#N)C>O.C(OCC)(=O)C>[NH2:35][C:8]1[NH:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[N:17]=[C:18]([C:27]4[C:28]([F:34])=[CH:29][CH:30]=[CH:31][C:32]=4[F:33])[NH:19][C:20]=3[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[CH:12][C:11]=2[N:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6342AcetonitrileHCID 14798Sodium HydroxideHCID 98270206-[2-(2,6-difluorophenyl)-5-phenyl-1H-imidazol-4-yl]-1-propan-2-ylsulfonylbenzimidazol-2-amine

생성물 1

HCID 178508159HCID 178508159, 화합물수율 93%

시약·촉매·용매 2

HCID 962Water용매2회
HCID 8857
Ethyl Acetate
용매

실험 절차

Stir a mixture of 1-isopropylsulfonyl-2-amino-6-(2-(2,6-difluorophenyl)-5-(phenyl)-imidazol-4-yl)-benzimidazole (0.07 g, 0.142 mmol) and 1.42 mL 1 N sodium hydroxide in 1:1 water:acetonitrile at 60° C. for 1 hour. Cool the mixture to room temperature and dilute with water and ethyl acetate. Extract the aqueous phase with ethyl acetate (3 times). Wash the combined organic phases sequentially with water and saturated aqueous sodium chloride, dry over sodium sulfate, and concentrate under reduced pressure. Subject the residue to silica gel chromatography, eluting with 2:1 dichloromethane:methanol to provide the title compound in 93% yield. MS(ES+): m/z=388.0 (M+H)+

후처리

  1. extractionExtract the aqueous phase with ethyl acetate (3 times)
  2. washWash the combined organic phases sequentially with water and saturated aqueous sodium chloride
  3. dry with materialdry over sodium sulfate
  4. concentrationconcentrate under reduced pressure
  5. washeluting with 2:1 dichloromethane

출처 및 근거

ORD 기록
ord-7e0497ec073a4318a8fb5de0968fc3f9
출처 데이터셋
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07320995B2

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