Tetrahydrofuran → HCID 66577705, Verbindung

HRID 1183260

Reaktionsgleichung

Reaktionsgleichung von HRID 1183260
[CH2:1]([O:3][C:4]([C:6]1([C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[O:25][N:24]=[C:23]([CH3:26])[C:22]=4[NH2:27])=[CH:17][CH:16]=3)=[CH:11][CH:10]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].[CH2:28]([CH:35]1[CH2:40][CH2:39][CH2:38][CH2:37][C:36]1=O)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.C1COCC1.C([BH3-])#N.[Na+]>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4]([C:6]1([C:9]2[CH:10]=[CH:11][C:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[O:25][N:24]=[C:23]([CH3:26])[C:22]=4[NH:27][CH:36]4[CH2:37][CH2:38][CH2:39][CH2:40][CH:35]4[CH2:28][C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=4)=[CH:17][CH:16]=3)=[CH:13][CH:14]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Komponenten

6

Edukt 4

HCID 8028TetrahydrofuranHCID 989452-Benzylcyclohexan-1-oneHCID 5003444Sodium cyanoborohydrideHCID 665771951-[4'-(4-Amino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester

Produkt 1

HCID 66577705HCID 66577705, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

1-[4′-(4-Amino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester (0.200 g, 0.55 mmol) and 2-benzylcyclohexanone (0.156 g, 0.83 mmol) were combined in toluene and stirred at 110° C. for 1 hour. After cooling to room temperature, THF was added, followed by sodium cyanoborohydride (0.086 g, 1.37 mmol), and the reaction was stirred at room temperature for 2 hours. The mixture was adsorbed onto silica gel and purified by silica gel chromatography to give the title compound.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. stirringthe reaction was stirred at room temperature for 2 hours
  3. custompurified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-51138e95e9f94a4fbb24dbba1eaf37b4
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08664220B2

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