Trifluoroacetic acid → 3-(5-(2-(((4'-Chloro-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoic acid

HRID 405115

Reaktionsgleichung

Reaktionsgleichung von HRID 405115
C(O)(C(F)(F)F)=O.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([NH:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]3[CH:30]=[CH:31][C:32]([C:35]([NH:37][CH2:38][CH2:39][C:40]([O:42]C(C)(C)C)=[O:41])=[O:36])=[N:33][CH:34]=3)=[CH:17][CH:16]=2)=[CH:11][CH:10]=1>C(Cl)Cl>[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([NH:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]3[CH:30]=[CH:31][C:32]([C:35]([NH:37][CH2:38][CH2:39][C:40]([OH:42])=[O:41])=[O:36])=[N:33][CH:34]=3)=[CH:17][CH:16]=2)=[CH:11][CH:10]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 71060062Tert-butyl 3-(5-(2-(((4'-chloro-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoate

Produkt 1

HCID 710596223-(5-(2-(((4'-Chloro-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Neat TFA (0.04 mL, 0.55 mmol) was added to a DCM solution (1 mL) of tert-butyl 3-(5-(2-(((4′-chloro-[1,1′-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoate (34 mg, 0.06 mmol). After 16 h the resulting mixture was concentrated in vacuo, dissolved in DCM and 1N HCl in ether was added. The resulting solution was concentrated in vacuo and the DCM/HCl process was repeated 2×. The resulting solid was characterized as the corresponding HCl salt of the title compound.

Aufarbeitung

  1. concentrationAfter 16 h the resulting mixture was concentrated in vacuo
  2. dissolutiondissolved in DCM
  3. addition1N HCl in ether was added
  4. concentrationThe resulting solution was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3830334e6a3e49eaa366f3aa8a589e4c
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748624B2

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