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

HRID 2395798Notes

Reaction equation

HRID 2395798 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([OH:13])=O)=[CH:5]2.[CH3:14][CH:15]([NH:17][C:18]1[C:19]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[N:20][CH:21]=[CH:22][CH:23]=1)[CH3:16].C(N=C=NCCCN(C)C)C>>[CH3:16][CH:15]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[N:20][C:19]=1[N:24]1[CH2:25][CH2:26][N:27]([C:11]([C:6]2[NH:7][C:8]3[CH:9]=[CH:10][C:2]([Br:1])=[CH:3][C:4]=3[CH:5]=2)=[O:13])[CH2:28][CH2:29]1)[CH3:14]

Participants

4

Reactant 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 2521375-Bromo-1H-indole-2-carboxylic acidHCID 100137503-Pyridinamine, N-(1-methylethyl)-2-(1-piperazinyl)-

Product 1

HCID 4894521-[5-Bromoindolyl-2-carbonyl]-4-[3-(1-methylethylamino)-2-pyridinyl]piperazine

Procedure

Following the general procedure of EXAMPLE 16A and making non-critical variations but starting with 5-bromoindole-2-carboxylic acid (0.51 g), 1-[3-(1-methylethylamino)-2-pyridinyl]piperazine (0.47 g) and 1-(ethyl)-3-(dimethylaminopropyl)carbodiimide (0.49 g), the title compound is obtained, mp 229°-230°.

Sources & evidence

ORD record
ord-fbb3ab8b628c461584d89bd7671be48d
Source dataset
uspto-grants-1996_02
Patent number
US05489593

Reaction notes

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