3-Amino-5-phenylpyrazole → 5-((3,5-dichloropyridin-4-yl)thio)-4-nitro-N-(3-phenyl-1H-pyrazol-5-yl)thiophene-2-carboxamide

HRID 1192102Notes

Reaction equation

HRID 1192102 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].[C:21]1([C:27]2[CH:31]=[C:30]([NH2:32])[NH:29][N:28]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[Cl:20][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:32][C:30]2[NH:29][N:28]=[C:27]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:31]=2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 1366553-Amino-5-phenylpyrazoleHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 1785217535-((3,5-dichloropyridin-4-yl)thio)-4-nitro-N-(3-phenyl-1H-pyrazol-5-yl)thiophene-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 3-phenyl-1H-pyrazol-5-amine (16.0 mg, 0.12 mmol). The title compound was obtained as a solid (22.7 mg, 46.0% yield). MS m/z: 491.97, 493.97 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2951ecb9d5404a18891aaf2f2b358c02
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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