Tetrahydrofuran → HCID 178436685, Verbindung

HRID 641017Notizen

Reaktionsgleichung

O[CH:2]=[C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([C:14]3[CH:15]=[C:16]([NH:20][C:21]([C:23]4[CH:27]=[C:26]([CH2:28][CH3:29])[N:25]([CH3:30])[N:24]=4)=[O:22])[CH:17]=[CH:18][CH:19]=3)=[O:13])=[CH:9][CH:10]=2)[NH:5][C:4]1=[O:31].C1COCC1.[NH2:37][C:38]1[CH:43]=[CH:42][C:41]([CH2:44][CH2:45][C:46]([OH:48])=[O:47])=[CH:40][CH:39]=1>CCOC(C)=O.CCCCCC>[CH2:28]([C:26]1[N:25]([CH3:30])[N:24]=[C:23]([C:21]([NH:20][C:16]2[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=2)[C:12]([C:8]2[CH:7]=[C:6]3[C:11]([C:3](=[CH:2][NH:37][C:38]4[CH:39]=[CH:40][C:41]([CH2:44][CH2:45][C:46]([OH:48])=[O:47])=[CH:42][CH:43]=4)[C:4](=[O:31])[NH:5]3)=[CH:10][CH:9]=2)=[O:13])=[O:22])[CH:27]=1)[CH3:29]

Komponenten

Reaktionsbedingungen

Temperatur: 65 °C

Versuchsvorschrift

A small screw cap test tube was charged with 5-Ethyl-1-methyl-1H-pyrazole-3-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (as prepared in Example 345, 60 mg, 0.1441 mmol) and THF (2.0 mL). To the resulting solution was added 3-(4-Amino-phenyl)-propionic acid (24.2 mg, 0.146 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature and diluted with EtOAc (˜5 mL) and Hexane (˜40 mL). The solid that precipitated was collected by filtration and washed with 0° C. iPrOH (˜10 mL) affording the title compound in 41% yield (0.033 g, 0.059 mmol).

Aufarbeitung

customA small screw cap test tube
temperatureSubsequently, the reaction mixture was cooled to room temperature
customThe solid that precipitated
filtrationwas collected by filtration
washwashed with 0° C. iPrOH (˜10 mL)

Quellen und Nachweise

ORD-Eintrag: ord-b3b5909290ba41b782d6bc28fc828747
Quelldatensatz: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07692005B2

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