Potassium Carbonate → Methyl 5-(2-{[(t-butoxycarbonyl)amino]methyl}-4-methoxyphenyl)-2-methoxybenzoate
Reaktionsgleichung
Br[C:2]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:3]=1[CH2:4][NH:5][C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9].[CH3:19][O:20][C:21]1[CH:30]=[CH:29][C:28](B2OC(C)(C)C(C)(C)O2)=[CH:27][C:22]=1[C:23]([O:25][CH3:26])=[O:24].C(=O)([O-])[O-].[K+].[K+]>C(COC)OC>[C:8]([O:7][C:6]([NH:5][CH2:4][C:3]1[CH:13]=[C:14]([O:17][CH3:18])[CH:15]=[CH:16][C:2]=1[C:28]1[CH:29]=[CH:30][C:21]([O:20][CH3:19])=[C:22]([CH:27]=1)[C:23]([O:25][CH3:26])=[O:24])=[O:12])([CH3:11])([CH3:10])[CH3:9]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
570 mg of t-butyl N-(2-bromo-5-methoxybenzyl)carbamate, 440 mg of methyl 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate, 86 mg of dichlorobistriphenyl phosphinoferrocene palladium and 1.0 g of potassium carbonate were dissolved in 15 ml of dimethoxyethane, and the mixture was heated at 80° C. for 24 hours in a nitrogen atmosphere. The reaction mixture was filtered through Celite, and the filtrate was evaporated. The residue was purified by silica gel column, to give 680 mg of the title compound in the 3:1 hexane-ethyl acetate fraction.
Aufarbeitung
- filtrationThe reaction mixture was filtered through Celite
- customthe filtrate was evaporated
- customThe residue was purified by silica gel column
Quellen und Nachweise
- ORD-Eintrag
- ord-8f219ca6433f421cab9d4cb26e076161
- Quelldatensatz
- uspto-grants-2010_03
- Patentnummer
- US07687664B2
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