3-Amino-2-piperidone → 5-((3,5-dichloropyridin-4-yl)thio)-4-nitro-N-(2-oxopiperidin-3-yl)thiophene-2-carboxamide

HRID 1192116Notes

Reaction equation

HRID 1192116 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].[NH2:21][CH:22]1[CH2:27][CH2:26][CH2:25][NH:24][C:23]1=[O:28]>>[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:21][CH:22]2[CH2:27][CH2:26][CH2:25][NH:24][C:23]2=[O:28])=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 52002253-Amino-2-piperidoneHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 674945775-((3,5-dichloropyridin-4-yl)thio)-4-nitro-N-(2-oxopiperidin-3-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-aminopiperidin-2-one (11.4 mg, 0.1 mmol). The title compound was obtained as a solid (10.4 mg, 23% yield). MS m/z: 446 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-613fd75340e644708b341b97a46cd0d6
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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