Potassium Carbonate → N1-(3-chlorophenyl)-N4-[1-(5-chloro-6-methoxy-2-naphthoyl)ethyl] piperazine dihydrochloride

HRID 2102494Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2102494
Cl.Cl.[Cl:3][C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1.Br[CH:17]([CH3:33])[C:18]([C:20]1[CH:29]=[CH:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([O:31][CH3:32])[C:26]=2[Cl:30])[CH:21]=1)=[O:19].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[ClH:3].[ClH:30].[Cl:3][C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][N:13]([CH:17]([C:18]([C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[C:25]([O:31][CH3:32])[C:26]=4[Cl:30])[CH:21]=3)=[O:19])[CH3:33])[CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 119574871-(3-Chlorophenyl)piperazine dihydrochlorideHCID 136994292-Bromo-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one

Produkt 1

HCID 69799478N1-(3-chlorophenyl)-N4-[1-(5-chloro-6-methoxy-2-naphthoyl)ethyl] piperazine dihydrochlorideAusbeute 127,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of N-(3-chlorophenyl) piperazine dihydrochloride (1.35 g, 5 mmol), 2-bromo-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one (1.96 g, 6 mmol) and K2CO3 (2.42 g, 17.5 mmol) in DMF (40 ml) was treated according to the general preparation 2 to obtain 1.65 g of N1-(3-chlorophenyl)-N4-[1-(5-chloro-6-methoxy-2-naphthoyl)ethyl] piperazine dihydrochloride, yield 64%. The above product was reduced with NaBH4 in methanol (50 ml) according to the general preparation 3 to obtain the title compound as white solid, yield 78%.

Aufarbeitung

  1. additionwas treated
  2. customaccording to the general preparation 2

Quellen und Nachweise

ORD-Eintrag
ord-37a9f37e15734af38a2fa4765edadc78
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07576086B2

Notizen zur Reaktion

Wird geladen…