2-Naphthalenesulfonyl chloride → Methyl 2-[4-benzyl-1-(2-naphthylsulphonyl)piperazin-2-yl]acetate

HRID 1581613Notes

Reaction equation

HRID 1581613 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][NH:11][CH:10]([CH2:14][C:15]([O:17][CH3:18])=[O:16])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][C:20]=1[S:29](Cl)(=[O:31])=[O:30]>>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([S:29]([C:20]2[CH:21]=[CH:22][C:23]3[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:19]=2)(=[O:31])=[O:30])[CH:10]([CH2:14][C:15]([O:17][CH3:18])=[O:16])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 71252-Naphthalenesulfonyl chlorideHCID 156654662-Piperazineacetic acid, 4-(phenylmethyl)-, methyl ester

Product 1

HCID 22721938Methyl 2-[4-benzyl-1-(2-naphthylsulphonyl)piperazin-2-yl]acetateYield 90%

Procedure

Using an analogous procedure to that described in Example 2, methyl 2-(1-benzylpiperazin-3-yl)acetate (J. Chem. Soc. Perkin I, 1992, 1035) was reacted with 2-naphthylsulphonyl chloride to give methyl 2-[4-benzyl-1-(2-naphthylsulphonyl)piperazin-2-yl]acetate in 90% yield.

Sources & evidence

ORD record
ord-de9b63d6f09a47f4a394cd364525d87f
Source dataset
uspto-grants-2004_05
Patent number
US06730672B2

Reaction notes

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