Hydrochloric Acid → 2-(2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid

HRID 85144Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 85144
C([O:3][C:4]([C:6]1[C:7]2[N:14]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:21]([F:24])([F:23])[F:22])[NH:12][C:8]=2[CH:9]=[N:10][CH:11]=1)=[O:5])C.Cl>[OH-].[Na+].C(O)C>[F:24][C:21]([F:22])([F:23])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:13]1[NH:12][C:8]2[CH:9]=[N:10][CH:11]=[C:6]([C:4]([OH:5])=[O:3])[C:7]=2[N:14]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 672030302-(2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid ethyl ester

Produkt 1

HCID 672044002-(2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acidAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

2-(2-Trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid ethyl ester (80; 2.35 g, 7 mmol) was taken up in 10% aqueous NaOH (40 mL) and ethanol (20 mL). The reaction mixture was stirred under reflux for 30 min. Upon cooling to room temperature, the reaction mixture was acidified with 5N HCl. The resulting yellow solids were collected by filtration, washed with water, and dried to afford 2-(2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid 81 (1.77 g, 85%).

Aufarbeitung

  1. temperatureunder reflux for 30 min
  2. filtrationThe resulting yellow solids were collected by filtration
  3. washwashed with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2ecdf8d9e0bd4a57b471a76896c109d5
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846947B2

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