1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-[5-Nitroindolyl-2-carbonyl]-4-[3-(1-methylethylamino)-2-pyridinyl]piperazine

HRID 864447Notes

Reaction equation

HRID 864447 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].[CH:16]([NH:19][C:20]1[C:21]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[N:22][CH:23]=[CH:24][CH:25]=1)([CH3:18])[CH3:17].C(N=C=NCCCN(C)C)C>C1COCC1>[CH3:18][CH:16]([NH:19][C:20]1[CH:25]=[CH:24][CH:23]=[N:22][C:21]=1[N:26]1[CH2:27][CH2:28][N:29]([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])[CH2:30][CH2:31]1)[CH3:17]

Participants

5

Reactant 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 3512915-Nitroindole-2-carboxylic acidHCID 100137503-Pyridinamine, N-(1-methylethyl)-2-(1-piperazinyl)-

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-fa828255da2d44998d921e20a02e9dfb
Source dataset
uspto-grants-1996_10
Patent number
US05563142

Reaction notes

Loading…