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 1353852Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1353852
[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-b16bbccaa88d48c7b4b0430e24d4d801
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07220771B2

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