Sodium Hydroxide → 2,2-dimethyl-3-({4-methyl-6'-[5-(trifluoromethyl)-1H-imidazol-2-yl]-3,3'-bipyridin-6-yl}oxy)propanoic acid

HRID 623889노트

반응식

HRID 623889 반응식
[CH3:1][C:2]([CH3:38])([CH2:6][O:7][C:8]1[N:13]=[CH:12][C:11]([C:14]2[CH:15]=[N:16][C:17]([C:20]3[N:21](COCC[Si](C)(C)C)[CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[N:24]=3)=[CH:18][CH:19]=2)=[C:10]([CH3:37])[CH:9]=1)[C:3]([OH:5])=[O:4].[OH-].[Na+]>FC(F)(F)C(O)=O.O>[CH3:1][C:2]([CH3:38])([CH2:6][O:7][C:8]1[N:13]=[CH:12][C:11]([C:14]2[CH:15]=[N:16][C:17]([C:20]3[NH:24][C:23]([C:25]([F:28])([F:26])[F:27])=[CH:22][N:21]=3)=[CH:18][CH:19]=2)=[C:10]([CH3:37])[CH:9]=1)[C:3]([OH:5])=[O:4]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 679732552,2-dimethyl-3-({4-methyl-6'-[4-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl]-3,3'-bipyridin-6-yl}oxy)propanoic acid

생성물 1

HCID 679752462,2-dimethyl-3-({4-methyl-6'-[5-(trifluoromethyl)-1H-imidazol-2-yl]-3,3'-bipyridin-6-yl}oxy)propanoic acid수율 49.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6422Trifluoroacetic acid용매

실험 절차

In trifluoroacetic acid (2.0 mL) and water (0.1 mL) was dissolved 2,2-dimethyl-3-({4-methyl-6′-[4-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl]-3,3′-bipyridin-6-yl}oxy)propanoic acid (80 mg), and the solution was stirred at room temperature for 7 hours. To the solution was added 2N aqueous sodium hydroxide solution to make a pH of the same 2 to 3, and the resulting mixture was extracted with ethyl acetate. The extract was washed with a saturated brine, the organic layer was separated and concentrated under reduced pressure. Isopropyl ether was added to the obtained residue, and the precipitated solid was collected by filtration and dried under reduced pressure to obtain 2,2-dimethyl-3-({4-methyl-6′-[5-(trifluoromethyl)-1H-imidazol-2-yl]-3,3′-bipyridin-6-yl}oxy)propanoic acid (30 mg).

후처리

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe extract was washed with a saturated brine
  3. customthe organic layer was separated
  4. concentrationconcentrated under reduced pressure
  5. additionIsopropyl ether was added to the obtained residue
  6. filtrationthe precipitated solid was collected by filtration
  7. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-07a69e2ab2724fcb9628126ed73af5c8
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09302996B2

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