Water → 2-(4-(4-Cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-3(2H,4H,5H)-yl)propanoic acid

HRID 927211ノート

反応式

HRID 927211 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[N:14]([CH:15]([CH3:20])[C:16]([O:18]C)=[O:17])[C:13](=[O:21])[N:12]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=3)[C:11]3[CH2:32][CH2:33][C:34](=[O:35])[C:10]2=3)=[CH:5][CH:4]=1)#[N:2].[OH-].[Li+].O>O1CCOCC1>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[N:14]([CH:15]([CH3:20])[C:16]([OH:18])=[O:17])[C:13](=[O:21])[N:12]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:29])[F:30])[CH:23]=3)[C:11]3[CH2:32][CH2:33][C:34](=[O:35])[C:10]2=3)=[CH:7][CH:8]=1)#[N:2]

参加物

5

反応物 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 90311249Methyl 2-(4-(4-Cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-3(2H,4H,5H)-yl)propanoate2 回

生成物 1

HCID 903110912-(4-(4-Cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-3(2H,4H,5H)-yl)propanoic acid

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A solution of methyl 2-(4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-3(2H,4H,5H)-yl)propanoate (intermediate 27, 125 mg, 0.26 mmol) in 1,4-dioxane (3 mL) is treated with aqueous lithium hydroxide (2.0 M, 390 μL, 0.78 mmol), and the mixture is stirred at room temperature over night. Water is added, and the mixture is extracted with dichloromethane. The aqueous phase is acidified with 1M aqueous hydrogen chloride and extracted with dichloromethane. The combined organic layers are dried over Na2SO4 and concentrated under reduced pressure. Yield: 91 mg; ESI mass spectrum: [M+H]+=470; Retention time HPLC: 0.85 min (Z018_S04).

後処理

  1. extractionthe mixture is extracted with dichloromethane
  2. extractionextracted with dichloromethane
  3. dry with materialThe combined organic layers are dried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. custom0.85 min (Z018_S04)

出典と根拠

ORDレコード
ord-c18a98429dc54da3abe9e153c81b75a3
出典データセット
uspto-grants-2016_03
特許番号
US09290459B1

反応ノート

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