Acetic Acid → Methyl 4-(6-amino-3-benzyloxyindazol-1-ylmethyl)-3-methoxybenzoate

HRID 1080807Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1080807
[CH2:1]([O:8][C:9]1[C:17]2[C:12](=[CH:13][C:14]([N+:18]([O-])=O)=[CH:15][CH:16]=2)[N:11]([CH2:21][C:22]2[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][C:23]=2[O:32][CH3:33])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)C>CCOCC.[Zn]>[NH2:18][C:14]1[CH:13]=[C:12]2[C:17]([C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[N:10][N:11]2[CH2:21][C:22]2[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][C:23]=2[O:32][CH3:33])=[CH:16][CH:15]=1

Komponenten

5

Edukt 2

HCID 176Acetic AcidHCID 23365833Methyl 4-(3-benzyloxy-6-nitroindazol-1-ylmethyl)-3-methoxybenzoate

Produkt 1

HCID 23365892Methyl 4-(6-amino-3-benzyloxyindazol-1-ylmethyl)-3-methoxybenzoateAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Zinc dust (0.065 g.) was added to a stirred mixture of methyl 4-(3-benzyloxy-6-nitroindazol-1-ylmethyl)-3-methoxybenzoate (CC) (0.043 g.) and acetic acid (0.9 ml.). The mixture was stirred for 2 hours, diluted with ether, and filtered. The filtrate was washed with water, brine, dried (MgSO4), and evaporated to give methyl 4-(6-amino-3-benzyloxyindazol-1-ylmethyl)-3-methoxybenzoate (DD) (0.034 g., 85%) as a brown oil, and was used without further purification as described below.

Aufarbeitung

  1. filtrationfiltered
  2. washThe filtrate was washed with water, brine
  3. dry with materialdried (MgSO4)
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d0900bd853d74b56a35bcd5204679985
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05583152

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