Hydrochloric Acid → 4-(5-Iodoindazole-1-yl)-benzoic acid

HRID 13177

Reaktionsgleichung

Reaktionsgleichung von HRID 13177
F[C:2]1[CH:19]=[CH:18][C:17]([I:20])=[CH:16][C:3]=1[CH:4]=[N:5][NH:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=1.CC(C)([O-])C.[K+].Cl>CN1C(=O)CCC1.O>[I:20][C:17]1[CH:16]=[C:3]2[C:2](=[CH:19][CH:18]=1)[N:6]([C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=1)[N:5]=[CH:4]2

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 23665647Potassium tert-butoxideHCID 668129224-(2-(2-Fluoro-5-iodobenzylidene)hydrazinyl)benzoic acid

Produkt 1

HCID 593397454-(5-Iodoindazole-1-yl)-benzoic acidAusbeute 94,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

4-(2-(2-fluoro-5-iodobenzylidene)hydrazinyl)benzoic acid (141d, 3.42 g, 8.9 mmol) and potassium tert-butoxide (2.29 g, 20.5 mmol) was stirred under argon atmosphere in NMP (45 mL) at 150° C. for 15 min. The mixture was then cooled, diluted with water and acidified with aqueous HCl (1.7 M). The precipitate that formed was collected by filtration and dried in vacuo to give crude 4-(5-iodo-1H-indazol-1-yl)benzoic acid (3.05 g, 94%)

Aufarbeitung

  1. temperatureThe mixture was then cooled
  2. customThe precipitate that formed
  3. filtrationwas collected by filtration
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b0a180ffdb6a4a968061697b297c7dd0
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728030B2

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