1-Propylpiperidin-4-amine → 5-((3,5-dichloropyridin-4-yl)thio)-4-nitro-N-(1-propylpiperidin-4-yl)thiophene-2-carboxamide

HRID 1192234Notes

Reaction equation

HRID 1192234 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:24]1[CH2:29][CH2:28][CH:27]([NH2:30])[CH2:26][CH2:25]1)[CH2:22][CH3:23]>>[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:30][CH:27]2[CH2:28][CH2:29][N:24]([CH2:21][CH2:22][CH3:23])[CH2:25][CH2:26]2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 5417301-Propylpiperidin-4-amineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 674948355-((3,5-dichloropyridin-4-yl)thio)-4-nitro-N-(1-propylpiperidin-4-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 1-propylpiperidin-4-amine (14.2 mg, 0.12 mmol). The title compound was obtained as a solid (10 mg, 21% yield). MS m/z: 474.98, 476.97 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-12e1a96d8e014dc8bf71ee3377cd17c3
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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