Piperazine → 1-[5-Nitroindolyl-2-carbonyl]-4-[3-(1-methylethylamino)-2-pyridinyl]piperazine

HRID 2395801Notes

Reaction equation

HRID 2395801 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([OH:15])=O)=[CH:7]2)([O-:3])=[O:2].[NH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.N=[C:23]=[NH:24]>C1COCC1>[CH3:7][CH:8]([NH:9][C:10]1[CH:6]=[CH:5][CH:23]=[N:24][C:11]=1[N:16]1[CH2:21][CH2:20][N:19]([C:13]([C:8]2[NH:9][C:10]3[CH:11]=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=3[CH:7]=2)=[O:15])[CH2:18][CH2:17]1)[CH3:13]

Participants

5

Reactant 3

HCID 4837PiperazineHCID 160435CarbodiimideHCID 3512915-Nitroindole-2-carboxylic acid

Product 1

HCID 4894561-[5-Nitroindolyl-2-carbonyl]-4-[3-(1-methylethylamino)-2-pyridinyl]piperazine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the general procedure of EXAMPLE 16A and making non-critical variations but starting with 5-nitroindole-2-carboxylic acid (0.86 g), 1-[3-(N-isopropyl)amino)-2-pyridinyl]piperazine (0.43 g), 1-(ethyl)-3-dimethylaminopropyl)carbodiimide (0.45 g) and THF (4 ml), the title compound is obtained, mp 153°-154°.

Sources & evidence

ORD record
ord-198a2aaa2e4e481b879f704a716b4f2a
Source dataset
uspto-grants-1996_02
Patent number
US05489593

Reaction notes

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