Reaktionsgleichung
C[O:2][C:3]([C:5]1[C:18]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][C:21]=2[CH3:27])=[C:17]([F:28])[C:8]2[N:9]=[CH:10][N:11]([CH2:12][CH2:13][CH2:14][CH:15]=[CH2:16])[C:7]=2[CH:6]=1)=[O:4]>C1COCC1.CO.[OH-].[Na+]>[Br:26][C:23]1[CH:24]=[CH:25][C:20]([NH:19][C:18]2[C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]3[N:11]([CH2:12][CH2:13][CH2:14][CH:15]=[CH2:16])[CH:10]=[N:9][C:8]=3[C:17]=2[F:28])=[C:21]([CH3:27])[CH:22]=1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
6-(4-Bromo-2-methyl-phenylamino)-7-fluoro-3-pent-4-enyl-3H-benzoimidazole-5-carboxylic acid methyl ester 9b is dissolved in 1:1 THF/MeOH (10 mL) and 1 N NaOH solution (2.3 mL) is added. After 5 hours, the organic solvents are removed under reduced pressure and the residue diluted with water and 100 mL 1:1 THF:ethyl acetate. The layers are separated and the aqueous layer extracted with ethyl acetate. The combined organic extracts are dried (Na2SO4) and concentrated under reduced pressure to afford 0.39 g (100%) clean desired product as a light yellow solid.
Aufarbeitung
- additionis added
- customthe organic solvents are removed under reduced pressure
- additionthe residue diluted with water and 100 mL 1:1 THF
- customThe layers are separated
- extractionthe aqueous layer extracted with ethyl acetate
- dry with materialThe combined organic extracts are dried (Na2SO4)
- concentrationconcentrated under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-92a0322d728543d09ba1abd3402e5224
- Quelldatensatz
- uspto-grants-2012_06
- Patentnummer
- US08193231B2
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