1-[(6-Chloropyridin-3-yl)methyl]-4-(propan-2-yl)piperazine → 4-[5-(4-Isopropylpiperazin-1-ylmethyl)pyridin-2-yl]-N,N-dimethylbenzenesulfonamide, trihydrochloride

HRID 1798952Notes

Reaction equation

HRID 1798952 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]2[CH2:14][CH2:13][N:12]([CH:15]([CH3:17])[CH3:16])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[CH3:18][N:19]([CH3:32])[S:20]([C:23]1[CH:28]=[CH:27][C:26](B(O)O)=[CH:25][CH:24]=1)(=[O:22])=[O:21]>>[ClH:1].[ClH:1].[ClH:1].[CH:15]([N:12]1[CH2:13][CH2:14][N:9]([CH2:8][C:5]2[CH:4]=[CH:3][C:2]([C:26]3[CH:25]=[CH:24][C:23]([S:20]([N:19]([CH3:32])[CH3:18])(=[O:21])=[O:22])=[CH:28][CH:27]=3)=[N:7][CH:6]=2)[CH2:10][CH2:11]1)([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 434217841-[(6-Chloropyridin-3-yl)methyl]-4-(propan-2-yl)piperazineHCID 441193284-(N,N-Dimethylsulphonamido)benzeneboronic acid

Product 1

HCID 1317301384-[5-(4-Isopropylpiperazin-1-ylmethyl)pyridin-2-yl]-N,N-dimethylbenzenesulfonamide, trihydrochloride

Procedure

1-(6-Chloropyridin-3-ylmethyl)-4-isopropylpiperazine (0.5 g, 1.97 mmol) and 4-(N,N-dimethylaminosulfonyl)phenylboronic acid (0.496 g, 2.2 mmol)) were mixed with catalyst and reacted in the same manner as in example 18. The title compound was isolated as white crystals of the trihydrochloride. Yield: 660 g (71%)

Workup

  1. customreacted in the same manner as in example 18

Sources & evidence

ORD record
ord-3cb89b0f36104ff1830c969c608a4ac6
Source dataset
uspto-grants-2013_01
Patent number
US08344001B2

Reaction notes

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