Hydrochloric Acid → HCID 178496730, Verbindung

HRID 1099471Notizen

Reaktionsgleichung

C([O:3][C:4](=[O:41])[CH2:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12][C:13](=[O:40])[CH:14]([CH:34]2[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]2)[N:15]2[C:19]3[CH:20]=[CH:21][C:22]([F:24])=[CH:23][C:18]=3[N:17]=[C:16]2[C@H:25]([O:32][CH3:33])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:8][CH2:7]1)C.[Li+].[OH-].Cl>C(#N)C>[CH:34]1([CH:14]([N:15]2[C:19]3[CH:20]=[CH:21][C:22]([F:24])=[CH:23][C:18]=3[N:17]=[C:16]2[C@H:25]([O:32][CH3:33])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:13]([NH:12][C@H:9]2[CH2:8][CH2:7][C@H:6]([CH2:5][C:4]([OH:41])=[O:3])[CH2:11][CH2:10]2)=[O:40])[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1

Komponenten

Reaktionsbedingungen

Temperatur: 110 °C

Versuchsvorschrift

To a solution of (trans-4-{2-cyclohexyl-2-[5-fluoro-2-((R)-methoxy-phenyl-methyl)-benzoimidazol-1-yl]-acetylamino}-cyclohexyl)-acetic acid ethyl ester (190 mg, 0.34 mmol, 1.0 equiv) in acetonitrile (3 mL) was added a solution of 1 M LiOH (2 mL) and the reaction mixture heated by microwave irradiation to 110° C. for 30 min. A solution of 1 M HCl (25 mL) was added, the organic solvents removed by evaporation under reduced pressure and the residue extracted with ethyl acetate. The organic layer was washed with water, dried over Na2SO4 and concentrated by evaporation under reduced pressure yielding 138 mg (76%) of the title compound. MS (ISP): 536.4 [M+H]+.

Aufarbeitung

customthe organic solvents removed by evaporation under reduced pressure
extractionthe residue extracted with ethyl acetate
washThe organic layer was washed with water
dry with materialdried over Na2SO4
concentrationconcentrated by evaporation under reduced pressure

Quellen und Nachweise

ORD-Eintrag: ord-42495dc82c9e4c638eedddaddafd1b34
Quelldatensatz: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08143422B2

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