Ammonium formate → tert-Butyl 5-amino-3-methyl-1H-indazole-1-carboxylate

HRID 25366Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 25366
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([N+:17]([O-])=O)=[CH:14][CH:15]=2)[C:10]([CH3:20])=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>[Pd].CO>[NH2:17][C:13]1[CH:12]=[C:11]2[C:16](=[CH:15][CH:14]=1)[N:8]([C:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:7])[N:9]=[C:10]2[CH3:20]

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 22567205tert-Butyl 3-methyl-5-nitro-1H-indazole-1-carboxylate

Produkt 1

HCID 59276571tert-Butyl 5-amino-3-methyl-1H-indazole-1-carboxylateAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

5-Amino-N-tert-butoxycarbonyl-3-methyl-1H-indazole can be obtained as described in Example 6 from 3.4 g of N-tert-butoxycarbonyl-3-methyl-5-nitro-1H-indazole, 50 ml of methanol, 0.61 g of 10% palladium-on-charcoal and 3.53 g of ammonium formate. 2.7 g of 5-amino-N-tert-butoxycarbonyl-3-methyl-1H-indazole are thus obtained in the form of a cream solid melting at 185° C.

Quellen und Nachweise

ORD-Eintrag
ord-fcdd43b1809b47dfab16fdca94887db9
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06858638B2

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