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 927211노트

반응식

HRID 927211 반응식
[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]

참가 물질

5

반응물 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)propanoate2회

생성물 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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-c18a98429dc54da3abe9e153c81b75a3
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290459B1

반응 노트

불러오는 중…