Water → 2-(4-(4-Cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazolin-3(4H)-yl)propanoic acid

HRID 517228ノート

反応式

HRID 517228 の反応式
[OH-].[Li+].[C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[C:20]3[C:19](=[O:21])[CH2:18][CH2:17][CH2:16][C:15]=3[N:14]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=3)[C:13](=[O:32])[N:12]2[CH:33]([CH3:38])[C:34]([O:36]C)=[O:35])=[CH:7][CH:6]=1)#[N:4].O>ClCCl>[C:3]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]2[C:20]3[C:19](=[O:21])[CH2:18][CH2:17][CH2:16][C:15]=3[N:14]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:30])([F:31])[F:29])[CH:23]=3)[C:13](=[O:32])[N:12]2[CH:33]([CH3:38])[C:34]([OH:36])=[O:35])=[CH:9][CH:10]=1)#[N:4]

参加物

5

反応物 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 86732348Methyl 2-(4-(4-Cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazolin-3(4H)-yl)propanoate2 回

生成物 1

HCID 867323492-(4-(4-Cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazolin-3(4H)-yl)propanoic acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Aqueous lithium hydroxide (2 M, 1.06 mL, 2.12 mmol) is added to a solution of methyl 2-(4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazolin-3(4H)-yl)propanoate (intermediate 58, 350 mg, 0.70 mmol), and the mixture is stirred at room temperature over night. Water and dichloromethane are added, and the phases are separated. The organic layer is discarded, and the aqueous layer is acidified with aqueous hydrogen chloride (1 M) and extracted with dichloromethane. The organic phase is dried over MgSO4 and concentrated under reduced pressure. Yield: 274 mg; ESI mass spectrum [M+H]+=484; Retention time HPLC: 0.90 min (Z018_S04).

後処理

  1. customthe phases are separated
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic phase is dried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. custom0.90 min (Z018_S04)

出典と根拠

ORDレコード
ord-87a021a7e3444fb08b80a2b847ac0240
出典データセット
uspto-grants-2015_08
特許番号
US09115093B2

反応ノート

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