2,6-Dimethylpiperazine → 1-(3,4-Difluorophenyl)-3-[3-(3,5-dimethylpiperazin-1-yl)propyl]-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide

HRID 1818840Notes

Reaction equation

HRID 1818840 reaction equation
Br[CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([F:21])[CH:15]=2)[S:6]1(=[O:23])=[O:22].[CH3:24][CH:25]1[CH2:30][NH:29][CH2:28][CH:27]([CH3:31])[NH:26]1>>[F:21][C:16]1[CH:15]=[C:14]([N:7]2[C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[N:5]([CH2:4][CH2:3][CH2:2][N:29]3[CH2:28][CH:27]([CH3:31])[NH:26][CH:25]([CH3:24])[CH2:30]3)[S:6]2(=[O:23])=[O:22])[CH:19]=[CH:18][C:17]=1[F:20]

Participants

3

Reactant 2

HCID 660562,6-DimethylpiperazineHCID 687126561-(3-Bromopropyl)-3-(3,4-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide

Product 1

HCID 578862951-(3,4-Difluorophenyl)-3-[3-(3,5-dimethylpiperazin-1-yl)propyl]-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxideYield 85.3%

Procedure

In an analogous manner as general procedure V, 1-(3-bromopropyl)-3-(3,4-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole2,2-dioxide (0.2, 0.51 mmol) was treated with 2,6-dimethylpiperazine (0.21 g, 1.8 mmol) to provide 1-(3,4-difluorophenyl)-3-[3-(3,5-dimethylpiperazin-1-yl)propyl]-1,3-dihydro-2,1,3-benzothiadiazole2,2-dioxide (0.19 g, 85%) as a white solid:

Sources & evidence

ORD record
ord-6c2ec6526b804755b6786e580a94009c
Source dataset
uspto-grants-2009_10
Patent number
US07601722B2

Reaction notes

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