Trifluoroacetic acid → HCID 131732882, Verbindung

HRID 578947

Reaktionsgleichung

Reaktionsgleichung von HRID 578947
[CH2:1]([NH:8][C:9](=[O:18])[C:10]1[CH:15]=[CH:14][C:13]([NH:16][NH2:17])=N[CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C)[CH:21]=[C:22]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=1)[C:23]([O:25][CH3:26])=[O:24].[C:34](O)(C(F)(F)F)=O>C(O)C.CCOC(C)=O>[CH2:1]([NH:8][C:9]([C:10]1[CH:15]=[CH:14][C:13]([NH:16][NH:17][CH:21]=[C:22]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=2)[C:23]([O:25][CH3:26])=[O:24])=[CH:34][CH:11]=1)=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 6422Trifluoroacetic acidHCID 51370238N-benzyl-6-hydrazinylpyridine-3-carboxamideHCID 73047442Methyl 3-(dimethylamino)-2-(2-pyridinyl)-2-propenoate

Produkt 1

HCID 131732882HCID 131732882, VerbindungAusbeute 73,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Combined N-benzyl-6-hydrazinylnicotinamide (200 mg, 0.826 mmol), methyl 3-(dimethylamino)-2-(pyridin-2-yl)acrylate (170 mg, 0.826 mmol) and TFA (0.127 mL, 1.651 mmol) in ethanol (3 mL) and stirred overnight at room temperature. The reaction mixture was diluted in EtOAc (50 mL), washed with saturated aqueous sodium bicarbonate (20 ml), brine (20 ml), dried with Na2SO4 and concentrated to give the title compound (244 mg) as an orange solid, was used without further purification. MS m/z [M+H]+ 404.4.

Aufarbeitung

  1. washwashed with saturated aqueous sodium bicarbonate (20 ml), brine (20 ml)
  2. dry with materialdried with Na2SO4
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-cbf05fdc8c4644d99ee17a5792b8df75
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040522B2

Verknüpfte Notizen

Wird geladen…