3-[3-(2-Furylcarbonylamino)phenyl]-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide → 3-[3-(2-Furylcarbonylamino)Phenyl]-1H-Indazole-5-Carboxamide

HRID 1272937Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1272937
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C:9]1[CH:10]=[C:11]([C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([C:24]([NH2:26])=[O:25])[CH:22]=3)[N:17](C3CCCCO3)[N:16]=2)[CH:12]=[CH:13][CH:14]=1)=[O:7]>C1(C)C=CC=CC=1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C:9]1[CH:10]=[C:11]([C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([C:24]([NH2:26])=[O:25])[CH:22]=3)[NH:17][N:16]=2)[CH:12]=[CH:13][CH:14]=1)=[O:7]

Komponenten

3

Edukt 1

HCID 224802233-[3-(2-Furylcarbonylamino)phenyl]-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide

Produkt 1

HCID 224798333-[3-(2-Furylcarbonylamino)Phenyl]-1H-Indazole-5-CarboxamideAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

3-[3-(2-Furylcarbonylamino)phenyl]-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide was suspended in 10 mL of toluene and HCl gas was bubbled through for 15 min. The reaction mixture was stirred at room temperature overnight. After neutralization with aqueous NaHCO3, the reaction mixture was evaporated to dryness and purified by preparatory HPLC. (0.111 g, 54% yield): 1H NMR (DMSO d6) δ 13.5 (br s, 1H), 10.3 (s, 1H), 8.64 (s, 1H), 8.4 (s, 1H), 8.11 (br s, 1H), 7.97 (s, 1H), 7.92 (t, 2H), 7.8 (d, 1H), 7.6 (d, 1H), 7.52 (t, 1H), 7.39 (d, 1H), 7.36 (s, 1H), 6.7 (t, 1H); ES-MS (m/z) 347 [M+H]+.

Aufarbeitung

  1. customHCl gas was bubbled through for 15 min
  2. customAfter neutralization with aqueous NaHCO3, the reaction mixture was evaporated to dryness
  3. custompurified by preparatory HPLC

Quellen und Nachweise

ORD-Eintrag
ord-9bb28f804f614018956ed2e5fd83d9b2
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07208513B2

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