2-(4-Benzylpiperazin-1-yl)ethan-1-amine → N-(2-(4-benzylpiperazin-1-yl)ethyl)-5-((3,5-dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxamide

HRID 1192136

Reaction equation

HRID 1192136 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[CH2:21]([N:28]1[CH2:33][CH2:32][N:31]([CH2:34][CH2:35][NH2:36])[CH2:30][CH2:29]1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH2:21]([N:28]1[CH2:29][CH2:30][N:31]([CH2:34][CH2:35][NH:36][C:14]([C:12]2[S:13][C:9]([S:8][C:7]3[C:6]([Cl:20])=[CH:5][N:4]=[CH:3][C:2]=3[Cl:1])=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=2)=[O:16])[CH2:32][CH2:33]1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 27353312-(4-Benzylpiperazin-1-yl)ethan-1-amineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 60207353N-(2-(4-benzylpiperazin-1-yl)ethyl)-5-((3,5-dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxamide

Procedure

Prepared according to the procedure described for example 44 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (35 mg, 0.1 mmol) and 2-(4-benzylpiperazin-1-yl)ethanamine (25.0 mg, 0.12 mmol). The title compound was obtained as a solid (12.0 mg, 22% yield). MS m/z: 552.08, 554.08 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-dc07fad8b13e46b3bfc3034ae73d8223
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Linked notes

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