Trifluoroacetic acid methylene chloride → cis(+/-)-{(5Z)-5-[2-(4-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-2-oxoethylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetic acid

HRID 43758Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 43758
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@H:12]2[CH2:17][CH2:16][N:15]([C:18](=[O:35])/[CH:19]=[C:20]3/[C:21](=[O:34])[N:22]([CH2:26][C:27]([O:29]C(C)(C)C)=[O:28])[C:23](=[O:25])[S:24]/3)[CH2:14][C@H:13]2[O:36][CH3:37])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8].FC(F)(F)C(O)=O.ClCCl>CO>[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@H:12]2[CH2:17][CH2:16][N:15]([C:18](=[O:35])/[CH:19]=[C:20]3/[C:21](=[O:34])[N:22]([CH2:26][C:27]([OH:29])=[O:28])[C:23](=[O:25])[S:24]/3)[CH2:14][C@H:13]2[O:36][CH3:37])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

Komponenten

4

Edukt 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 86648706tert-Butyl cis(+/-)-{(5Z)-5-[2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-2-oxoethylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetate

Produkt 1

HCID 86648705cis(+/-)-{(5Z)-5-[2-(4-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-2-oxoethylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetic acidAusbeute 43 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

tert-Butyl cis(±)-{(5Z)-5-[2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-2-oxoethylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetate obtained in Example (163a) (20.4 mg, 0.04 mmol) was dissolved in methanol (4 mL). A 20% trifluoroacetic acid-dichloromethane solution (5 ml) was added, and the mixture was stirred at room temperature. The organic solvent was evaporated under reduced pressure, and then the residue was washed with ether. The solid was collected by filtration to obtain 7.79 mg of the title compound as a white solid (43%).

Aufarbeitung

  1. customThe organic solvent was evaporated under reduced pressure
  2. washthe residue was washed with ether
  3. filtrationThe solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-8a46873355bd4fe596100f9b93b7f1d5
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536197B2

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