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Potassium Carbonate → 3-(3-(4-(Piperidin-1-yl)-2-(4-(3-(trifluoromethyl)-benzylcarbamoyl)pyridin-2-yl)phenylcarbamoyl)benzylthio)benzoic acid

HRID 1408010
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HRID 1408010 반응식
Cl[CH2:2][C:3]1[CH:4]=[C:5]([CH:41]=[CH:42][CH:43]=1)[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:11][C:10]=1[C:21]1[CH:22]=[C:23]([CH:38]=[CH:39][N:40]=1)[C:24]([NH:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:36])[F:35])[CH:29]=1)=[O:25])=[O:7].[SH:44][C:45]1[CH:46]=[C:47]([CH:51]=[CH:52][CH:53]=1)[C:48]([OH:50])=[O:49].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[N:15]1([C:12]2[CH:13]=[CH:14][C:9]([NH:8][C:6]([C:5]3[CH:4]=[C:3]([CH:43]=[CH:42][CH:41]=3)[CH2:2][S:44][C:45]3[CH:46]=[C:47]([CH:51]=[CH:52][CH:53]=3)[C:48]([OH:50])=[O:49])=[O:7])=[C:10]([C:21]3[CH:22]=[C:23]([C:24](=[O:25])[NH:26][CH2:27][C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:35])([F:36])[F:37])[CH:29]=4)[CH:38]=[CH:39][N:40]=3)[CH:11]=2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 95737Benzoic acid, 3-mercapto-HCID 665867362-(2-(3-(chloromethyl)benzamido)-5-(piperidin-1-yl)phenyl)-N-(3-(trifluoromethyl)benzyl)-isonicotinamide

생성물 1

HCID 665867593-(3-(4-(Piperidin-1-yl)-2-(4-(3-(trifluoromethyl)-benzylcarbamoyl)pyridin-2-yl)phenylcarbamoyl)benzylthio)benzoic acid수율 37.9%

시약·촉매·용매 1

HCID 180
Acetone
용매

실험 절차

A mixture of 250 mg of 2-(2-(3-(chloromethyl)benzamido)-5-(piperidin-1-yl)phenyl)-N-(3-(trifluoromethyl)benzyl)-isonicotinamide 8.1a, 70 mg of 3-mercaptobenzoic acid, 10 mL of acetone, and 171 mg of K2CO3 was stirred for 16 h and then filtered. The solvent was removed by evaporation. The residue was dissolved in dichloromethane and the resulting solution was washed with aqueous hydrochloric acid. The solution was dried, and the solvent was evaporated. The residue was purified by silica gel chromatography to give 113 mg of product. MS (ES, m/z) 725 [M+H]+.

후처리

  1. filtrationfiltered
  2. customThe solvent was removed by evaporation
  3. dissolutionThe residue was dissolved in dichloromethane
  4. washthe resulting solution was washed with aqueous hydrochloric acid
  5. customThe solution was dried
  6. customthe solvent was evaporated
  7. customThe residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-7e23bbb418a0418999aea3ecb84a4a0f
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08916569B2

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