1-Methylpiperazine → HCID 58638493, compound

HRID 646868Notes

Reaction equation

HRID 646868 reaction equation
Cl[C:2]1[C:3]([F:18])=[CH:4][C:5]([N+:15]([O-:17])=[O:16])=[C:6]([N:8]2[CH2:13][CH2:12][CH:11]([CH3:14])[CH2:10][CH2:9]2)[CH:7]=1.[CH3:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>CO.ClCCl>[F:18][C:3]1[CH:4]=[C:5]([N+:15]([O-:17])=[O:16])[C:6]([N:8]2[CH2:13][CH2:12][CH:11]([CH3:14])[CH2:10][CH2:9]2)=[CH:7][C:2]=1[N:23]1[CH2:24][CH2:25][N:20]([CH3:19])[CH2:21][CH2:22]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 58638497HCID 58638497, compound

Product 1

HCID 58638493HCID 58638493, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The procedure of Example 4, step (b) was followed using 88 mg (0.19 mmol based on 60% purity by 1H-NMR) of 1-(5-chloro-4-fluoro-2-nitro-phenyl)-4-methyl-piperidine (as prepared in the previous step) and 105 μL (0.950 mmol) of 1-methylpiperazine at 150° C. for 16 h. Chromatography on a 10-g silica SPE column with 24% MeOH-dichloromethane afforded 60 mg (94%) of the title compound as a crystalline orange solid: Mass spectrum (ESI, m/z): Calcd. for C17H25FN4O2, 337.2 (M+H), found 337.2.

Sources & evidence

ORD record
ord-195eae9807924acaa39ba3e3d1709387
Source dataset
uspto-grants-2010_04
Patent number
US07705042B2

Reaction notes

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