Trifluoroacetic acid → 4-Cyano-3-(2,4-dichlorophenyl)-N-hydroxy-5-morpholin-4-yl-thiophene-2-carboxamide

HRID 572630Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 572630
[C:1]([C:3]1[C:4]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=2[Cl:31])=[C:5]([C:14]([NH:16][O:17]C2CCCCO2)=[O:15])[S:6][C:7]=1[N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)#[N:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:1]([C:3]1[C:4]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=2[Cl:31])=[C:5]([C:14]([NH:16][OH:17])=[O:15])[S:6][C:7]=1[N:8]1[CH2:9][CH2:10][O:11][CH2:12][CH2:13]1)#[N:2]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 866375484-Cyano-3-(2,4-dichlorophenyl)-5-morpholin-4-yl-N-(tetrahydro-2H-pyran-2-yloxy)thiophene-2-carboxamide

Produkt 1

HCID 441551214-Cyano-3-(2,4-dichlorophenyl)-N-hydroxy-5-morpholin-4-yl-thiophene-2-carboxamideAusbeute 75,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4-Cyano-3-(2,4-dichlorophenyl)-5-morpholin-4-yl-N-(tetrahydro-2H-pyran-2-yloxy)thiophene-2-carboxamide (0.050 g, 0.10 mmol) was dissolved in DCM (3 mL) and TFA (0.24 mL, 3.11 mmol) was added. The solution was stirred at room temperature overnight. Solvent was evaporated and the residue was purified by column chromatography (silica gel, elution with DCM to 10% MeOH in DCM over 20 minutes) to give the title compound 24 (0.030 g, 67%). LCMS: (FA) ES+ 398.

Aufarbeitung

  1. customSolvent was evaporated
  2. customthe residue was purified by column chromatography (silica gel, elution with DCM to 10% MeOH in DCM over 20 minutes)

Quellen und Nachweise

ORD-Eintrag
ord-784169b2c59e459d81516dd34ad282bc
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09029411B2

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