N,N-Dimethylethylenediamine → HCID 14763469, compound

HRID 1087839Notes

Reaction equation

HRID 1087839 reaction equation
[CH3:1][N:2]([CH3:21])[CH2:3][CH2:4][NH:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17](F)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7].C(N1C=CN=C1)(N1C=CN=C1)=O.CN(CCN)C.[Br:40]C1C=CC(N2CCNCC2)=CC=1>O1CCCC1>[Br:40][C:17]1[CH:18]=[CH:19][C:14]([N:11]2[CH2:12][CH2:13][N:8]([C:6]([NH:5][CH2:4][CH2:3][N:2]([CH3:21])[CH3:1])=[O:7])[CH2:9][CH2:10]2)=[CH:15][CH:16]=1

Participants

6

Reactant 4

HCID 66053N,N-DimethylethylenediamineHCID 682631,1'-CarbonyldiimidazoleHCID 27356291-(4-Bromophenyl)piperazineHCID 14763463N-[2-(Dimethylamino)ethyl]-4-(4-fluorophenyl)-1-piperazinecarboxamide

Product 1

HCID 14763469HCID 14763469, compoundYield 84%

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 4.8 g (0.03 mole) of 1,1'-carbonyldiimidazole, 2.6 g (0.03 mole) of unsym-dimethylethylenediamine, and 6.2 g (0.03 mole) of 1-(4-bromophenyl)piperazine in a total of 200 ml of tetrahydrofuran gave a pale yellow semisolid. The material was triturated with ethyl ether to give 7.7 g (84%) of the title compound as a white solid, m.p. 133°-135° C.

Workup

  1. customThis compound was prepared
  2. customgave a pale yellow semisolid
  3. customThe material was triturated with ethyl ether

Sources & evidence

ORD record
ord-f133631483724e5b8152a372fd2ea627
Source dataset
uspto-grants-1990_10
Patent number
US04960776

Reaction notes

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