Diisopropylethylamine → N-[4-(2-Amino-5-bromopyridin-3-yl)phenyl]-1-ethyl-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamide

HRID 1428110Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1428110
CCN(C(C)C)C(C)C.[NH2:10][C:11]1[C:16]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24]([C:26]3[C:31](=[O:32])[C:30]([C:33]4[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=4)=[CH:29][N:28]([CH2:40][CH3:41])[CH:27]=3)=[O:25])=[CH:19][CH:18]=2)=[CH:15][C:14](C2C=CC(OC)=C(OC)C=2)=[CH:13][N:12]=1.CCOC(C(C#N)=NOC(N1CCOCC1)=[N+](C)C)=O.F[P-](F)(F)(F)(F)F.NC1C=CC(C2C(N)=NC=C([Br:92])C=2)=CC=1>CN(C=O)C.O>[NH2:10][C:11]1[C:16]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24]([C:26]3[C:31](=[O:32])[C:30]([C:33]4[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=4)=[CH:29][N:28]([CH2:40][CH3:41])[CH:27]=3)=[O:25])=[CH:19][CH:18]=2)=[CH:15][C:14]([Br:92])=[CH:13][N:12]=1

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 682889763-(4-Aminophenyl)-5-bromopyridin-2-amineHCID 71660811N-{4-[2-Amino-5-(3,4-dimethoxyphenyl)pyridin-3-yl]phenyl}-1-ethyl-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamideHCID 75951468(1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate

Produkt 1

HCID 86700063N-[4-(2-Amino-5-bromopyridin-3-yl)phenyl]-1-ethyl-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamideAusbeute 242 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

DIPEA (120 μl) was added to a solution of the compound obtained in Step of Example 3 (80 mg) and COMU (192 mg) in DMF (1.5 ml) at room temperature, and the mixture was stirred for 10 minutes. The compound obtained in Step 1 of Example 1 (100 mg) was added at room temperature. The mixture was stirred for four hours, followed by the addition of water. The precipitated solid was collected by filtration to give 174 mg of the title compound.

Aufarbeitung

  1. stirringThe mixture was stirred for four hours
  2. filtrationThe precipitated solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-76b689fb31134481b6681518f1f31943
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08933103B2

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