Sodium Hydroxide → (5-Chloro-4-(5-fluoro-2-benzothiazolyl)amino-2-fluorophenyl)acetic acid

HRID 1372684

Reaktionsgleichung

Reaktionsgleichung von HRID 1372684
[Cl:1][C:2]1[C:3]([NH:15][C:16]2[S:17][C:18]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:19]=3[N:20]=2)=[CH:4][C:5]([F:14])=[C:6]([CH2:8][C:9]([O:11]CC)=[O:10])[CH:7]=1.[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[C:3]([NH:15][C:16]2[S:17][C:18]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:19]=3[N:20]=2)=[CH:4][C:5]([F:14])=[C:6]([CH2:8][C:9]([OH:11])=[O:10])[CH:7]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 58778765Ethyl (5-chloro-4-(5-fluoro-2-benzothiazolyl)amino-2-fluorophenyl)acetate

Produkt 1

HCID 17859016(5-Chloro-4-(5-fluoro-2-benzothiazolyl)amino-2-fluorophenyl)acetic acidAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Ethyl (5-chloro-4-(5-fluoro-2-benzothiazolyl)amino-2-fluorophenyl)acetate (298 mg, 0.78 mmol) was dissolved in THF (5 ml). To the resulting solution was added 0.5N NaOH (5.0 ml, 2.50 mmol). The resulting mixture was stirred at room temperature for 3 hours. The reaction mixture was poured in ice-1N HCl. The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give (5-chloro-4-(5-fluoro-2-benzothiazolyl)amino-2-fluorophenyl)acetic acid (237 mg, 86%) as a pale yellow 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-6eed12fa04614de5ba0408d49f072efe
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07157487B2

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