3-Methoxy-N-methylbenzylamine → 5-((3,5-dichloropyridin-4-yl)thio)-N-(3-methoxybenzyl)-N-methyl-4-nitrothiophene-2-carboxamide

HRID 1192098

Reaction equation

HRID 1192098 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].[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH2:29][NH:30][CH3:31])[CH:26]=[CH:27][CH:28]=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]([N:30]([CH2:29][C:25]2[CH:26]=[CH:27][CH:28]=[C:23]([O:22][CH3:21])[CH:24]=2)[CH3:31])=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 51522253-Methoxy-N-methylbenzylamineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 469327075-((3,5-dichloropyridin-4-yl)thio)-N-(3-methoxybenzyl)-N-methyl-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 1-(3-methoxyphenyl)-N-methyl-methanamine (18.0 mg, 0.12 mmol). The title compound was obtained as a solid (18.5 mg, 38% yield). MS m/z: 484.01, 486.01 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b8f352ac19194c9abe5e0baf18162e66
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Linked notes

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