1-Methylpiperazine → 6-Methyl-5-[1-(4-methylpiperazin-1-yl)ethyl]-4-(3-nitrophenyl)-2-phenylpyrimidine

HRID 4684

Reaktionsgleichung

Reaktionsgleichung von HRID 4684
Br[CH:2]([C:4]1[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=2)=[N:6][C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:9]=1[CH3:10])[CH3:3].[CH3:26][N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1>C(O)(C)C>[CH3:10][C:9]1[N:8]=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:6]=[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=2)[C:4]=1[CH:2]([N:30]1[CH2:31][CH2:32][N:27]([CH3:26])[CH2:28][CH2:29]1)[CH3:3]

Komponenten

4

Edukt 2

HCID 531671-MethylpiperazineHCID 201513945-(1-Bromoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine

Produkt 1

HCID 201514266-Methyl-5-[1-(4-methylpiperazin-1-yl)ethyl]-4-(3-nitrophenyl)-2-phenylpyrimidineAusbeute 32,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A mixture of 5-(1-bromoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine (1.5 g) and N-methylpiperazine (1.13 g) in isopropylalcohol (15 ml) was refluxed for 1.5 hours. The reaction mixture was evaporated in vacuo. The residue was chromatographed on allumina eluting with a mixture of ethyl acetate and n-hexane (1:20). The fractions containing the desired product were combined and concentrated in vacuo. The residue was crystallized from a mixture of n-hexane and diethyl ether to give 6-methyl-5-[1-(4-methylpiperazin-1-yl)ethyl]-4-(3-nitrophenyl)-2-phenylpyrimidine (0.51 g).

Aufarbeitung

  1. temperaturewas refluxed for 1.5 hours
  2. customThe reaction mixture was evaporated in vacuo
  3. customThe residue was chromatographed on allumina
  4. additioneluting with a mixture of ethyl acetate and n-hexane (1:20)
  5. additionThe fractions containing the desired product
  6. concentrationconcentrated in vacuo
  7. customThe residue was crystallized from a mixture of n-hexane and diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-7f820da542c94a05a709cf0743a91157
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727073

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