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Hydrochloric Acid → (3R)-1-(4-((1-(4-(5-chloropyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoyl)piperidine-3-carboxylic acid

HRID 1520254
ノート
印刷プレビュー

反応式

HRID 1520254 の反応式
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH:14]([NH:21][C:22]3[CH:40]=[CH:39][C:25]([C:26]([N:28]4[CH2:33][CH2:32][CH2:31][C@@H:30]([C:34]([O:36]CC)=[O:35])[CH2:29]4)=[O:27])=[CH:24][CH:23]=3)[CH2:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[C:10]([CH3:41])[CH:9]=2)=[N:6][CH:7]=1.C(O)C.[OH-].[Na+].Cl>O1CCCC1>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH:14]([NH:21][C:22]3[CH:40]=[CH:39][C:25]([C:26]([N:28]4[CH2:33][CH2:32][CH2:31][C@@H:30]([C:34]([OH:36])=[O:35])[CH2:29]4)=[O:27])=[CH:24][CH:23]=3)[CH2:15][CH2:16][C:17]([F:19])([F:18])[F:20])=[C:10]([CH3:41])[CH:9]=2)=[N:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 131733099ethyl (3R)-1-(4-((1-(4-(5-chloropyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoyl)piperidine-3-carboxylate

生成物 1

HCID 71748058(3R)-1-(4-((1-(4-(5-chloropyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoyl)piperidine-3-carboxylic acid収率 77.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a reaction mixture of ethyl (3R)-1-(4-((1-(4-(5-chloropyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoyl)piperidine-3-carboxylate (8.88 g), ethanol (30 mL) and tetrahydrofuran (30 mL) was added 1M aqueous sodium hydroxide solution (30.2 ml) at 0° C., and the mixture was stirred at room temperature for 2 hr. The reaction mixture was neutralized with 1M hydrochloric acid at 0° C., and extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was washed with ethyl acetate/diisopropyl ether to give the title compound (6.52 g) as a white solid.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. washthe residue was washed with ethyl acetate/diisopropyl ether

出典と根拠

ORDレコード
ord-a9b88b9971344fddab01eb4ca865667e
出典データセット
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09073864B2

反応ノート

読み込み中…

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