4-Amino-1-methylpiperidine → HCID 67494905, compound

HRID 1192248Notes

Reaction equation

HRID 1192248 reaction equation
[C:1]([C:4]1[S:8][C:7]([S:9][C:10]2[C:15]([Cl:16])=[CH:14][N+:13]([O-:17])=[CH:12][C:11]=2[Cl:18])=[C:6]([N+:19]([O-:21])=[O:20])[CH:5]=1)([OH:3])=O.[CH3:22][N:23]1[CH2:28][CH2:27][CH:26]([NH2:29])[CH2:25][CH2:24]1>>[Cl:18][C:11]1[CH:12]=[N+:13]([O-:17])[CH:14]=[C:15]([Cl:16])[C:10]=1[S:9][C:7]1[S:8][C:4]([C:1](=[O:3])[NH:29][CH:26]2[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]2)=[CH:5][C:6]=1[N+:19]([O-:21])=[O:20]

Participants

3

Reactant 2

HCID 27375314-Amino-1-methylpiperidineHCID 67495183HCID 67495183, compound

Product 1

HCID 67494905HCID 67494905, compound

Procedure

Prepared according to the procedure described for example 70 from 4-((5-carboxy-3-nitrothiophen-2-yl)thio)-3,5-dichloropyridine N-oxide (200 mg, 0.54 mmol) from above and 1-methylpiperidin-4-amine (64.0 mg, 0.65 mmol). The title compound was obtained as a solid (70.0 mg, 28% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.98 (2H, m), 8.67 (1H, m), 8.51 (1H, s), 3.65 (1H, m), 2.85 (2H, m), 2.50 (3H, s), 2.24 (2H, m), 1.77 (2H, m), 1.57 (2H, m). MS m/z: 463.08, 465.08 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-12f5c5ba2ccb4a30a26ec2ab158edcf3
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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