Morpholine → 2-(2,6-Dimethyl-4-morpholin-4-yl-phenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester

HRID 1360724

Reaktionsgleichung

[CH3:1][O:2][C:3]([C:5]1[CH:29]=[CH:28][C:8]2[N:9]=[C:10]([C:12]3[C:17]([CH3:18])=[CH:16][C:15](OS(C(F)(F)F)(=O)=O)=[CH:14][C:13]=3[CH3:27])[NH:11][C:7]=2[CH:6]=1)=[O:4].[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>C1(C)C=CC=CC=1.O.CCCCCCC.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH3:1][O:2][C:3]([C:5]1[CH:29]=[CH:28][C:8]2[N:9]=[C:10]([C:12]3[C:13]([CH3:27])=[CH:14][C:15]([N:30]4[CH2:35][CH2:34][O:33][CH2:32][CH2:31]4)=[CH:16][C:17]=3[CH3:18])[NH:11][C:7]=2[CH:6]=1)=[O:4]

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

To a stirred solution of 2.4 g of 2-(2,6-Dimethyl-4-trifluoromethanesulfonyloxy-phenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester in 6 ml of toluene was added 4 ml of morpholine, 280 mg of Pd2(dba)3, 400 mg of P(biphenyl)t-Bu2 and 2.0 g of K3PO4. The reaction vessel sealed and heated at 80° C. overnight. The reaction was cooled to room temperature and diluted with water and heptane. The resulting precipitates were collected by filtration, washed with water and dried to afford the title compound. LCMS retention T=1.14 min, m/z=366.2, Method 10.

Aufarbeitung

customThe reaction vessel sealed
temperatureThe reaction was cooled to room temperature
customThe resulting precipitates
filtrationwere collected by filtration
washwashed with water
customdried

Quellen und Nachweise

ORD-Eintrag: ord-363e80b99ec1470eb0b9bcb83d78010d
Quelldatensatz: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07879850B2

Verknüpfte Notizen

Wird geladen…