1,1-Dimethylethyl [(4r)-4-(5-chloro-2-cyano-4-fluorophenoxy)-4-(1-methyl-1h-imidazol-2-yl)butyl]-carbamate → 2-[[(1r)-4-Amino-1-(1-methyl-1h-imidazol-2-yl)butyl]oxy]-4-chloro-5-fluoro-benzonitrile hydrochloride

HRID 352133Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 352133
[Cl:1][C:2]1[C:3]([F:29])=[CH:4][C:5]([C:27]#[N:28])=[C:6]([CH:26]=1)[O:7][C@@H:8]([C:20]1[N:21]([CH3:25])[CH:22]=[CH:23][N:24]=1)[CH2:9][CH2:10][CH2:11][NH:12]C(=O)OC(C)(C)C>Cl.O1CCOCC1>[ClH:1].[NH2:12][CH2:11][CH2:10][CH2:9][C@@H:8]([O:7][C:6]1[CH:26]=[C:2]([Cl:1])[C:3]([F:29])=[CH:4][C:5]=1[C:27]#[N:28])[C:20]1[N:21]([CH3:25])[CH:22]=[CH:23][N:24]=1

Komponenten

4

Edukt 1

HCID 914130451,1-Dimethylethyl [(4r)-4-(5-chloro-2-cyano-4-fluorophenoxy)-4-(1-methyl-1h-imidazol-2-yl)butyl]-carbamate

Produkt 1

HCID 698293472-[[(1r)-4-Amino-1-(1-methyl-1h-imidazol-2-yl)butyl]oxy]-4-chloro-5-fluoro-benzonitrile hydrochlorideAusbeute 157 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

The product of step (c) (0.33 g, 0.78 mmol) was dissolved in 4M hydrochloric acid in dioxan (10 ml) and stirred for 10 minutes. The solvent was removed in vacuo and the solid residue triturated with ethyl acetate. The white solid was filtered off and dried under high vacuum to give the title compound (0.22 g, 70%).

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe solid residue triturated with ethyl acetate
  3. filtrationThe white solid was filtered off
  4. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-0baef9a194c84897ad0469f4d9577267
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06743939B2

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