Ammonium formate → N-methyl-N-piperidin-4-yl-1H-indazole-5-carboxamide

HRID 1269777

Reaktionsgleichung

Reaktionsgleichung von HRID 1269777
C([O-])=O.[NH4+].C([N:12]1[CH2:17][CH2:16][CH:15]([N:18]([CH3:30])[C:19]([C:21]2[CH:22]=[C:23]3[C:27](=[CH:28][CH:29]=2)[NH:26][N:25]=[CH:24]3)=[O:20])[CH2:14][CH2:13]1)C1C=CC=CC=1>C(O)C.[Pd]>[CH3:30][N:18]([CH:15]1[CH2:16][CH2:17][NH:12][CH2:13][CH2:14]1)[C:19]([C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][N:25]=[CH:24]2)=[O:20]

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 22933863N-(1-benzylpiperidin-4-yl)-N-methyl-1H-indazole-5-carboxamide

Produkt 1

HCID 22933512N-methyl-N-piperidin-4-yl-1H-indazole-5-carboxamideAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Ammonium formate (400 mg) and 10%-Pd/C (80 mg) were added to a solution of the N-(1-benzylpiperidin-4-yl)-N-methyl-1H-indazole-5-carboxamide (435.1 mg, 1.25 mmol) obtained in Example 318 in ethanol (10 ml) at room temperature, and the resulting mixture was refluxed for 2 hours. The reaction mixture was filtered by the use of Celite, and the filtrate was concentrated and the resulting residue was purified by a silica gel column chromatography (eluent: chloroform/methanol (1%-aqueous ammonia)) to obtain N-methyl-N-piperidin-4-yl-1H-indazole-5-carboxamide (247 mg, 77%).

Aufarbeitung

  1. temperaturethe resulting mixture was refluxed for 2 hours
  2. filtrationThe reaction mixture was filtered by the use of Celite
  3. concentrationthe filtrate was concentrated
  4. customthe resulting residue was purified by a silica gel column chromatography (eluent: chloroform/methanol (1%-aqueous ammonia))

Quellen und Nachweise

ORD-Eintrag
ord-34e6e0b633e6476a8dd86e3e4ab6ba50
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07199147B2

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