Hydrochloric Acid → N-[3-{4-(2-pyrimidinyl)-1-piperazinyl}propyl]cyclohexane-1,2-dicarboximide hydrochloride

HRID 745212

Reaktionsgleichung

Reaktionsgleichung von HRID 745212
[CH:1]12[C:9](=[O:10])[NH:8][C:7](=[O:11])[CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[H-].[Na+].[N:14]1[CH:19]=[CH:18][CH:17]=[N:16][C:15]=1[N:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH2:28][Cl:29])[CH2:22][CH2:21]1.Cl>CN(C)C=O>[ClH:29].[N:14]1[CH:19]=[CH:18][CH:17]=[N:16][C:15]=1[N:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH2:28][N:8]2[C:7](=[O:11])[CH:2]3[CH2:3][CH2:4][CH2:5][CH2:6][CH:1]3[C:9]2=[O:10])[CH2:22][CH2:21]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 735591H-Isoindole-1,3(2H)-dione, hexahydro-HCID 148827373-[4-(2-Pyrimidinyl)piperazinyl]propyl chloride

Produkt 1

HCID 23315253N-[3-{4-(2-pyrimidinyl)-1-piperazinyl}propyl]cyclohexane-1,2-dicarboximide hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

To a solution of cyclohexane-1,2-dicarboximide (6.50 g) in anhydrous dimethylformamide (65 ml), a 60% mineral oil suspension of sodium hydride (1.60 g) was added at room temperature while stirring, and the resultant mixture was continuously stirred for 30 minutes. A solution of 3-[4-(2-pyrimidinyl)piperazinyl]propyl chloride (11.30 g) in anhydrous dimethylformamide (30 ml) was dropwise added thereto, and the resultant mixture was stirred at room temperature for 4.5 hours. The solvent was removed under reduced pressure, and the residue was purified by chromatography to give an oily substance, which was then treated with hydrogen chloride to give N-[3-{4-(2-pyrimidinyl)-1-piperazinyl}propyl]cyclohexane-1,2-dicarboximide hydrochloride. M.P., 180°-182° C.

Aufarbeitung

  1. additionwas added at room temperature
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was purified by chromatography
  4. customto give an oily substance, which

Quellen und Nachweise

ORD-Eintrag
ord-d75e795ddd8d49fda0c2f73f7e743ab5
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04598078

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