1H-Indazole-4-carboxylic acid, 1-acetyl-6-bromo-, methyl ester → methyl 6-bromo-1H-indazole-4-carboxylate

HRID 1854104Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1854104
C([N:4]1[C:12]2[CH:11]=[C:10]([Br:13])[CH:9]=[C:8]([C:14]([O:16][CH3:17])=[O:15])[C:7]=2[CH:6]=[N:5]1)(=O)C>CO.Cl>[Br:13][C:10]1[CH:9]=[C:8]([C:14]([O:16][CH3:17])=[O:15])[C:7]2[CH:6]=[N:5][NH:4][C:12]=2[CH:11]=1

Komponenten

4

Edukt 1

HCID 682954331H-Indazole-4-carboxylic acid, 1-acetyl-6-bromo-, methyl ester

Produkt 1

HCID 24728062methyl 6-bromo-1H-indazole-4-carboxylateAusbeute 71,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a stirred solution of methyl 1-acetyl-6-bromo-1H-indazole-4-carboxylate (18 g, 61.0 mmol) in methanol (350 mL), 6N HCl (350 mL) was added and stirred it at 60° C. for 8 h. On completion of reaction, solvent was removed under reduced pressure then basified with saturated NaHCO3 solution till pH 8. The solid precipitate was filtered and dried under vacuum before being stirred in diethyl ether for 15 min, filtered and dried to afford methyl 6-bromo-1H-indazole-4-carboxylate (11 g, 71.7%).

Aufarbeitung

  1. customOn completion of reaction, solvent
  2. customwas removed under reduced pressure
  3. filtrationThe solid precipitate was filtered
  4. customdried under vacuum
  5. stirringbefore being stirred in diethyl ether for 15 min
  6. filtrationfiltered
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b0bb07ce6cf44fca83cba7d8f1a82ace
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08962620B2

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