Trifluoroacetic acid → 3-[4-(1-aminocyclopropyl)phenyl]propynoic acid-(4'-chlorobiphenyl-4-yl)amide Trifluoroacetate

HRID 735021Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 735021
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:42])[C:23]#[C:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]4([NH:34]C(OC(C)(C)C)=O)[CH2:33][CH2:32]4)=[CH:27][CH:26]=3)=[CH:17][CH:16]=2)=[CH:11][CH:10]=1>ClCCl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[CH:17][C:18]([NH:21][C:22](=[O:42])[C:23]#[C:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]4([NH2:34])[CH2:32][CH2:33]4)=[CH:27][CH:26]=3)=[CH:19][CH:20]=2)=[CH:11][CH:10]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 68816272HCID 68816272, Verbindung

Produkt 1

HCID 688198803-[4-(1-aminocyclopropyl)phenyl]propynoic acid-(4'-chlorobiphenyl-4-yl)amide Trifluoroacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1 mL (12.92 mmol) of trifluoroacetic acid is added to a solution of 0.24 g (0.49 mmol) of 3-[4-(1-tert-butoxycarbonylaminocyclopropyl)phenyl]propynoic acid-(4′-chlorobiphenyl-4-yl)amide in 20 mL dichloromethane and stirred for 24 hours. Then the solvent is eliminated by rotary evaporation and the residue is combined with toluene and again subjected to rotary evaporation. This residue is then triturated with dichloromethane, suction filtered and dried in the air. Yield: 0.22 g (89% of theory); C24H19ClN2O*C2HF3O2 (M=500.90); calc.: molecular ion peak (M+H)+: 387 (Cl); found: molecular ion peak (M+H)+: 387 (Cl); melting point: 160° C.-164° C.

Aufarbeitung

  1. customThen the solvent is eliminated by rotary evaporation
  2. customagain subjected to rotary evaporation
  3. customThis residue is then triturated with dichloromethane, suction
  4. filtrationfiltered
  5. customdried in the air

Quellen und Nachweise

ORD-Eintrag
ord-7cb56a56b8b74a6f8a74a5f55b8cb919
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592373B2

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