4-Bromo-2-(methylsulfonamido)benzoic acid → N-{5-bromo-2-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}methanesulfonamide

HRID 1804071Notes

Reaction equation

HRID 1804071 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:3]=1.[CH:16]1([C:19]2[CH:20]=[C:21]([CH3:31])[C:22]([N:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)=[N:23][CH:24]=2)[CH2:18][CH2:17]1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:28]2[CH2:29][CH2:30][N:25]([C:22]3[C:21]([CH3:31])=[CH:20][C:19]([CH:16]4[CH2:17][CH2:18]4)=[CH:24][N:23]=3)[CH2:26][CH2:27]2)=[O:8])=[C:4]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:3]=1

Participants

3

Reactant 2

HCID 226210824-Bromo-2-(methylsulfonamido)benzoic acidHCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine

Product 1

HCID 58484826N-{5-bromo-2-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}methanesulfonamideYield 79.9%

Procedure

By reaction and treatment in the same manner as in Preparation Example 60 and using 4-bromo-2-methanesulfonylaminobenzoic acid (1 g) described in Preparation Example 122 and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (0.739 g) described in Preparation Example 96, the title compound (1.34 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 60
  3. customdescribed in Preparation Example 96

Sources & evidence

ORD record
ord-af639e5b078c45e0b3c8189853346b88
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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