Tetrahydrofuran → (5-Chloro-2-fluoro-4-((2-methyl-3-indazolylcarbonyl)amino)phenyl)acetic acid

HRID 1372743

Reaktionsgleichung

Reaktionsgleichung von HRID 1372743
[Cl:1][C:2]1[C:3]([NH:15][C:16]([C:18]2[N:19]([CH3:27])[N:20]=[C:21]3[C:26]=2[CH:25]=[CH:24][CH:23]=[CH:22]3)=[O:17])=[CH:4][C:5]([F:14])=[C:6]([CH2:8][C:9]([O:11]CC)=[O:10])[CH:7]=1.C1COCC1.[OH-].[Na+]>Cl>[Cl:1][C:2]1[C:3]([NH:15][C:16]([C:18]2[N:19]([CH3:27])[N:20]=[C:21]3[C:26]=2[CH:25]=[CH:24][CH:23]=[CH:22]3)=[O:17])=[CH:4][C:5]([F:14])=[C:6]([CH2:8][C:9]([OH:11])=[O:10])[CH:7]=1

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 58778670Ethyl (5-chloro-2-fluoro-4-((2-methyl-3-indazolylcarbonyl)amino)phenyl)acetate

Produkt 1

HCID 17859380(5-Chloro-2-fluoro-4-((2-methyl-3-indazolylcarbonyl)amino)phenyl)acetic acidAusbeute 340 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

To ethyl (5-chloro-2-fluoro-4-((2-methyl-3-indazolylcarbonyl)amino)phenyl)acetate (390 mg, 1.00 mmol) were added THF (10 ml) and 0.25N NaOH (6.00 ml, 1.50 mmol). The resulting mixture was stirred at room temperature for 16 hours. The reaction mixture was poured in 1N HCl (1.5 ml). The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give (5-chloro-2-fluoro-4-((2-methyl-3-indazolylcarbonyl)amino)phenyl)acetic acid (1.23 g, 95%) as a brown solid.

Aufarbeitung

  1. customThe crystals thus precipitated
  2. filtrationwere collected by filtration under reduced pressure
  3. washwashed with water
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fb42eba0e7c840a88088eb6d27343210
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07157487B2

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