1,2-Dimethoxyethane → n-Propanesulfonic acid [6-(2-hydroxy-ethoxy)-5-(2-methoxy-phenoxy)-[2,2']bipyrimidinyl-4-yl]-amide
Reaktionsgleichung
CC(C)([O-])C.[K+].C[O:8][CH2:9][CH2:10][O:11]C.Cl[C:14]1[N:19]=[C:18]([C:20]2[N:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[N:17]=[C:16]([NH:26][S:27]([CH2:30][CH2:31][CH3:32])(=[O:29])=[O:28])[C:15]=1[O:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[O:40][CH2:41]C>C(O)CO>[OH:8][CH2:9][CH2:10][O:11][C:14]1[N:19]=[C:18]([C:20]2[N:21]=[CH:22][CH:23]=[CH:24][N:25]=2)[N:17]=[C:16]([NH:26][S:27]([CH2:30][CH2:31][CH3:32])(=[O:29])=[O:28])[C:15]=1[O:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[O:40][CH3:41]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 85 °C
Versuchsvorschrift
To a solution of potassium tert.-butoxide (366.5 mg) in ethylene glycol (5 ml) was added 1,2-dimethoxy ethane (5 ml) and n-propanesulfonic acid [6-chloro-5-(2-ethoxy-phenoxy)-[2,2′]bipyrimidinyl-4-yl]amide (420 mg). The reaction mixture was heated to 85° C. for 7 days, concentrated in vacuo, poured onto water, acidified by 2N HCl and extracted with ethyl acetate. The combined organic extracts were dried over magnesium sulfate and concentrated in vacuo. The precipitated product was washed with diethylether, filtered and dried at HV to give n-propanesulfonic acid [6-(2-hydroxy-ethoxy)-5-(2-methoxy-phenoxy)-[2,2′]bipyrimidinyl-4-yl]-amide (401 mg). LC-MS: tR: 3.67, [M+H]+: 462.26.
Aufarbeitung
- concentrationconcentrated in vacuo
- additionpoured onto water
- extractionextracted with ethyl acetate
- dry with materialThe combined organic extracts were dried over magnesium sulfate
- concentrationconcentrated in vacuo
- washThe precipitated product was washed with diethylether
- filtrationfiltered
- customdried at HV
Quellen und Nachweise
- ORD-Eintrag
- ord-fbd0aa49c7214c9e8f99a90e6dec0183
- Quelldatensatz
- uspto-grants-2008_01
- Patentnummer
- US07323465B2
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