Sodium Hydroxide → {4-[(Butyl{5-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidin-4-yl}amino)methyl]-2-methylphenoxy}acetic acid

HRID 1269704Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1269704
[CH2:1]([N:5]([CH2:23][C:24]1[CH:36]=[CH:35][C:27]([O:28][CH2:29][C:30]([O:32]CC)=[O:31])=[C:26]([CH3:37])[CH:25]=1)[C:6]1[C:11]([CH3:12])=[C:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)[N:9]=[CH:8][N:7]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>CO.O1CCCC1>[CH2:1]([N:5]([CH2:23][C:24]1[CH:36]=[CH:35][C:27]([O:28][CH2:29][C:30]([OH:32])=[O:31])=[C:26]([CH3:37])[CH:25]=1)[C:6]1[C:11]([CH3:12])=[C:10]([C:13]2[CH:14]=[CH:15][C:16]([C:19]([F:20])([F:21])[F:22])=[CH:17][CH:18]=2)[N:9]=[CH:8][N:7]=1)[CH2:2][CH2:3][CH3:4]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 58622901Ethyl {4-[(butyl{5-methyl-6-[4-(trifluoromethyl)phenyl] pyrimidin-4-yl}amino)methyl]-2-methylphenoxy}acetate

Produkt 1

HCID 18448388{4-[(Butyl{5-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidin-4-yl}amino)methyl]-2-methylphenoxy}acetic acidAusbeute 99,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of ethyl {4-[(butyl{5-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidin-4-yl}amino)methyl]-2-methylphenoxy}acetate (190 mg, 0.37 mmol) in methanol (4 mL) and tetrahydrofuran (4 mL) was added 2M sodium hydroxide (4 mL). The resulting mixture was stirred at room temperature for 2 h. The solvents were removed in vacuo and the residue was diluted with water (20 mL), acidified with 2M HCl and extracted ethyl acetate (50 mL). The organic solution was washed with brine (20 mL), dried (MgSO4) and the solvents removed in vacuo, to afford the title compound as a white foam (180 mg).

Aufarbeitung

  1. customThe solvents were removed in vacuo
  2. additionthe residue was diluted with water (20 mL)
  3. extractionextracted ethyl acetate (50 mL)
  4. washThe organic solution was washed with brine (20 mL)
  5. dry with materialdried (MgSO4)
  6. customthe solvents removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d7d0d4ca95084f3b9759e015da7ab248
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07199239B2

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