Tetrahydrofuran → N-[2-(Diethylamino)ethyl]-4-(2-pyridinyl)-1-piperazine carboxamide, hydrochloride

HRID 1087822Notes

Reaction equation

HRID 1087822 reaction equation
[ClH:1].[N:2]1([CH2:9][CH2:10][NH:11][C:12]([N:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22]C=3)[CH2:16][CH2:15]2)=[O:13])[CH2:8][CH2:7]CC[CH2:4][CH2:3]1.[N:26]1C=CC=CC=1N1CCNCC1.O1CCCC1>Cl>[ClH:1].[CH2:8]([N:2]([CH2:3][CH3:4])[CH2:9][CH2:10][NH:11][C:12]([N:14]1[CH2:15][CH2:16][N:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:26]=2)[CH2:18][CH2:19]1)=[O:13])[CH3:7]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 944591-(2-Pyridyl)piperazineHCID 22163783N-[2-(Hexahydro-1H-azepin-1-yl)ethyl]-4-phenyl-1-piperazinecarboxamide hydrochloride

Product 1

HCID 131716591N-[2-(Diethylamino)ethyl]-4-(2-pyridinyl)-1-piperazine carboxamide, hydrochloride

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

This compound was prepared according to the procedure used to synthesize the compound of Example 9. A mixture of 5.0 g (0.03 mole) of 1',1'-carbonyldiimidazole, 3.6 g (0.03 mole) of unsym-diethylethylenediamine, and 5.0 g (0.03 mole) of 1-(2-pyridinyl)piperazine in a total of 200 ml of tetrahydrofuran gave an oil as residue. The hydrochloride was formed in ethereal hydrogen chloride and the collected solid was recrystallized from methanol-ethyl ether to yield 7.3 g (63%) of title compound as a white solid, m.p. 183°-185° C.

Workup

  1. customThis compound was prepared
  2. customgave an oil as residue

Sources & evidence

ORD record
ord-8e283edddd6747b487b40281c7b0e63b
Source dataset
uspto-grants-1990_10
Patent number
US04960776

Reaction notes

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