1-(1-Methyl-4-piperidinyl)piperazine → 5-Cyano-3-(2-ethoxypyridin-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-indol-3-yl 4-(1-methylpiperidin-4-yl)piperazine-1-carboxylate

HRID 57199

Reaktionsgleichung

Reaktionsgleichung von HRID 57199
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[F:12])[N:8](C(OC1C=CC=CC=1)=O)[C:7](=[O:22])[C:6]2([C:33]1[C:34]([O:39][CH2:40][CH3:41])=[N:35][CH:36]=[CH:37][CH:38]=1)[O:23][C:24](OC1C=CC=CC=1)=[O:25])#[N:2].[CH3:42][N:43]1[CH2:48][CH2:47][CH:46]([N:49]2[CH2:54][CH2:53][NH:52][CH2:51][CH2:50]2)[CH2:45][CH2:44]1>O1CCCC1>[CH3:42][N:43]1[CH2:44][CH2:45][CH:46]([N:49]2[CH2:54][CH2:53][N:52]([C:24]([O:23][C:6]3([C:33]4[C:34]([O:39][CH2:40][CH3:41])=[N:35][CH:36]=[CH:37][CH:38]=4)[C:5]4[C:9](=[CH:10][C:11]([F:12])=[C:3]([C:1]#[N:2])[CH:4]=4)[NH:8][C:7]3=[O:22])=[O:25])[CH2:51][CH2:50]2)[CH2:47][CH2:48]1

Komponenten

4

Edukt 2

HCID 5663241-(1-Methyl-4-piperidinyl)piperazineHCID 67087492Phenyl 5-cyano-3-(2-ethoxypyridin-3-yl)-6-fluoro-2-oxo-3-phenoxycarbonyloxy-2,3-dihydroindole-1-carboxylate

Produkt 1

HCID 670876865-Cyano-3-(2-ethoxypyridin-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-indol-3-yl 4-(1-methylpiperidin-4-yl)piperazine-1-carboxylateAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 291 mg (0.53 mmol) of phenyl 5-cyano-3-(2-ethoxypyridin-3-yl)-6-fluoro-2-oxo-3-phenoxycarbonyloxy-2,3-dihydroindole-1-carboxylate, 289 mg (1.58 mmol) of 1-(1-methylpiperidin-4-yl)piperazine and 6 ml of dried tetrahydrofuran (THF) was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure and stirred with methanol. The precipitated solid was filtered off and dried in a vacuum drying oven. 158 mg of the title compound were obtained as a white solid.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. stirringstirred with methanol
  3. filtrationThe precipitated solid was filtered off
  4. customdried in a vacuum
  5. customdrying oven

Quellen und Nachweise

ORD-Eintrag
ord-54e74598eef943ddb12802e8cefb8ffa
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434713B2

Verknüpfte Notizen

Wird geladen…