Hydrochloric Acid → 4-(3,4-Dimethoxyphenyl)-N-[2-(dimethylamino)ethyl]-1-piperazinecarboxamide hydrochloride

HRID 1087831Notes

Reaction equation

HRID 1087831 reaction equation
[CH3:1][N:2]([CH3:21])[CH2:3][CH2:4][NH:5][C:6](N1CCN(C2C=CC(F)=CC=2)CC1)=[O:7].C(N1C=CN=C1)(N1C=CN=C1)=O.CN(CCN)C.[CH3:40][O:41][C:42]1[CH:43]=[C:44]([N:50]2[CH2:55][CH2:54][NH:53][CH2:52][CH2:51]2)[CH:45]=[CH:46][C:47]=1[O:48][CH3:49].[ClH:56]>O1CCCC1>[ClH:56].[CH3:40][O:41][C:42]1[CH:43]=[C:44]([N:50]2[CH2:51][CH2:52][N:53]([C:6]([NH:5][CH2:4][CH2:3][N:2]([CH3:21])[CH3:1])=[O:7])[CH2:54][CH2:55]2)[CH:45]=[CH:46][C:47]=1[O:48][CH3:49]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 66053N,N-DimethylethylenediamineHCID 682631,1'-CarbonyldiimidazoleHCID 27362071-(3,4-Dimethoxyphenyl)piperazineHCID 14763463N-[2-(Dimethylamino)ethyl]-4-(4-fluorophenyl)-1-piperazinecarboxamide

Product 1

HCID 221637894-(3,4-Dimethoxyphenyl)-N-[2-(dimethylamino)ethyl]-1-piperazinecarboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound was prepared according to the procedure used to synthesize the compound of Example 11. A mixture of 1.6 g (0.01 mole) of 1,1'-carbonyldiimidazole, 0.87 g (0.01 mole) of unsym-dimethylethylenediamine, and 2.2 g (0.01 mole) of 1-(3,4-dimethoxyphenyl)piperazine in a total volume of 50 ml of tetrahydrofuran gave an oil as residue. The hydrochloride was formed in ethereal hydrogen chloride and the collected solid was recrystallized twice from methanolethyl ether to yield 2.3 g (57%) of the title compound as an off-white solid, m.p. 208°-210° C.

Workup

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

Sources & evidence

ORD record
ord-00e881a7eb4e4ff894ad2763a577617e
Source dataset
uspto-grants-1990_10
Patent number
US04960776

Reaction notes

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