5-(4-(Bromomethyl)phenyl)isoxazole → 4-chloro-N-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-N-(4-isoxazol-5-yl-benzyl)-benzenesulfonamide

HRID 1783395Notes

Reaction equation

HRID 1783395 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.Br[CH2:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[O:34][N:33]=[CH:32][CH:31]=2)=[CH:26][CH:25]=1>>[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])[CH2:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]3[O:34][N:33]=[CH:32][CH:31]=3)=[CH:26][CH:25]=2)(=[O:9])=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 229975455-(4-(Bromomethyl)phenyl)isoxazoleHCID 575899014-Chloro-N-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-benzenesulfonamide

Product 1

HCID 686234934-chloro-N-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-N-(4-isoxazol-5-yl-benzyl)-benzenesulfonamide

Procedure

4-Chloro-N-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-benzenesulfonamide was alkylated using 5-(4-bromomethyl-phenyl)-isoxazole analogous to Example 1 to afford 4-chloro-N-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-N-(4-isoxazol-5-yl-benzyl)-benzenesulfonamide: MS: m/e=496.0 (MH+), 513.2 (MNH4+).

Sources & evidence

ORD record
ord-ab4db7aaf0e0490e9940c0a17b51a6fc
Source dataset
uspto-grants-2009_03
Patent number
US07501406B2

Reaction notes

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