4-(Methylsulfonyl)benzyl Bromide → 4-chloro-N-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-N-(4-methanesulfonylbenzyl)-benzenesulfonamide

HRID 1783401Notes

Reaction equation

HRID 1783401 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C@@H:12]2[CH2:18][C:17]([F:20])([F:19])[CH2:16][CH2:15][NH:14][C:13]2=[O:21])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:22][S:23]([C:26]1[CH:33]=[CH:32][C:29]([CH2:30]Br)=[CH:28][CH:27]=1)(=[O:25])=[O:24]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([C@@H:12]2[CH2:18][C:17]([F:19])([F:20])[CH2:16][CH2:15][NH:14][C:13]2=[O:21])[CH2:30][C:29]2[CH:28]=[CH:27][C:26]([S:23]([CH3:22])(=[O:25])=[O:24])=[CH:33][CH:32]=2)(=[O:9])=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 27335814-(Methylsulfonyl)benzyl BromideHCID 575899014-Chloro-N-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-benzenesulfonamide

Product 1

HCID 686234264-chloro-N-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-N-(4-methanesulfonylbenzyl)-benzenesulfonamide

Procedure

4-Chloro-N-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-benzenesulfonamide was alkylated using 4-methylsulphonylbenzyl bromide analogous to Example 1 to afford 4-chloro-N-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-N-(4-methanesulfonylbenzyl)-benzenesulfonamide: MS: m/e=507.2 (MH+), 524.1(MNH4+).

Sources & evidence

ORD record
ord-b9f36f134803413dbdbdf24989ec456e
Source dataset
uspto-grants-2009_03
Patent number
US07501406B2

Reaction notes

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