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

HRID 1098938

Reaktionsgleichung

Reaktionsgleichung von HRID 1098938
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-84f9184691b14b6ca0ce1005968e7d52
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143290B2

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