1-Methylpiperazine → 4-(Pyridin-3-yl)-piperidine-4-carboxylic acid 4-methylpiperazine-amide

HRID 400081Notes

Reaction equation

HRID 400081 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([C:13]([OH:15])=[O:14])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:2]=1.[CH3:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.[CH3:23][OH:24].ClCCl>>[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]([NH2:1])=[O:24])[CH2:19][CH2:18]1.[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([C:13]([OH:15])=[O:14])[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]2)[CH:2]=1

Participants

4

Reactant 3

HCID 531671-MethylpiperazineHCID 21226129Dichloromethane methanol4×HCID 542592754-(Pyridin-3-yl)piperidine-4-carboxylic acid

Product 1

HCID 676480994-(Pyridin-3-yl)-piperidine-4-carboxylic acid 4-methylpiperazine-amide

Procedure

Prepare by the method of Preparation 16 using 1-benzyl-(4-(pyridin-3-yl)-piperidine-4-carboxylic acid and 4-methylpiperazine to give, after chromatography on silica gel eluting sequentially with 3% methanol/dichloromethane containing 0.5% concentrated aqueous ammonia, 6% methanol/dichloromethane containing 0.5% concentrated aqueous ammonia, 9% methanol/dichloromethane containing 0.5% concentrated aqueous ammonia, and then 12% methanol/dichloromethane containing 0.5% concentrated aqueous ammonia, the title compound.

Workup

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Sources & evidence

ORD record
ord-7d25cead64c44316ae558b2cb875d4a7
Source dataset
uspto-grants-1998_10
Patent number
US05824690

Reaction notes

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