1-Methylpiperazine → 2-[(4-Methoxybenzenesulfonyl)-methylamino]-3-(4-methylpiperazin-1-ylmethyl)-benzoic acid methyl ester

HRID 583350Notes

Reaction equation

HRID 583350 reaction equation
[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10]Br)[C:5]=1[N:12]([S:14]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1)(=[O:16])=[O:15])[CH3:13].[CH3:26][N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1>>[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][N:30]2[CH2:31][CH2:32][N:27]([CH3:26])[CH2:28][CH2:29]2)[C:5]=1[N:12]([S:14]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1)(=[O:16])=[O:15])[CH3:13]

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 700532293-Bromomethyl-2-[(4-methoxybenzenesulfonyl)-methylamino]-benzoic acid methyl ester

Product 1

HCID 700554162-[(4-Methoxybenzenesulfonyl)-methylamino]-3-(4-methylpiperazin-1-ylmethyl)-benzoic acid methyl esterYield 70.4%

Procedure

In the same manner as described in Example 189, 0.500 g (1.168 mmol) of the product of Example 188 and 0.143 mL (1.285 mmol) of N-methylpiperazine provided 0.368 g (70%) of the desired product as a tan solid. Electrospray Mass Spec: 448.0 (M+H)+

Sources & evidence

ORD record
ord-3d18731245e84363bcde062621896bc8
Source dataset
uspto-grants-1999_07
Patent number
US05929097

Reaction notes

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