Methanesulfonyl chloride → HCID 68766752, compound

HRID 1169605Notes

Reaction equation

Cl[C:2]1[CH:19]=[CH:18][C:17]([CH2:20][N:21]2[CH2:26][CH2:25][N:24]([S:27](C)(=[O:29])=[O:28])[CH2:23][CH2:22]2)=[CH:16][C:3]=1[CH2:4][NH:5][C:6]([NH:8][C:9]1[CH:10]=[N:11][C:12]([CH3:15])=[CH:13][CH:14]=1)=[O:7].[CH3:31][N:32]([CH3:37])S(Cl)(=O)=O.[CH3:38]S(Cl)(=O)=O>>[CH3:31][N:32]([CH3:37])[S:27]([N:24]1[CH2:25][CH2:26][N:21]([CH2:20][C:17]2[CH:18]=[CH:19][CH:2]=[C:3]([C@@H:4]([NH:5][C:6]([NH:8][C:9]3[CH:10]=[N:11][C:12]([CH3:15])=[CH:13][CH:14]=3)=[O:7])[CH3:38])[CH:16]=2)[CH2:22][CH2:23]1)(=[O:29])=[O:28]

Participants

Reactant 3

HCID 31297Methanesulfonyl chloride

HCID 83372Dimethylsulphamoyl chloride

HCID 23641796HCID 23641796, compound

Product 1

HCID 68766752HCID 68766752, compound

Procedure

(S)-N,N-dimethyl-4-(3-(1-(3-(6-methylpyridin-3-yl)ureido)ethyl)benzyl)piperazine-1-sulfonamide was synthesized in a manner analogous to 1-(2-chloro-5-((4-(methylsulfonyl)piperazin-1-yl)methyl)benzyl)-3-(6-methylpyridin-3-yl)urea in Example 1 except that N,N-dimethylsulfamoyl chloride was used as the electrophile instead of methanesulfonyl chloride.

Sources & evidence

ORD record: ord-b14ba4233576476f9731beccbe7083e0
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07825120B2

Reaction notes

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