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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 625268
ノート
印刷プレビュー

反応式

HRID 625268 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180
Acetone
溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-316e0cafbec048939880cb2ae95551e0
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09301951B2

反応ノート

読み込み中…

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