4-Bromo-2-methanesulfonylbenzoic acid → (4-Bromo-2-methanesulfonylphenyl)[4-(3-cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl]methanone

HRID 1804031Notes

Reaction equation

HRID 1804031 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:3]=1.Cl.[CH:16]1([C:19]2[C:20]([N:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)=[N:21][CH:22]=[C:23]([CH3:25])[CH:24]=2)[CH2:18][CH2:17]1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:29]2[CH2:30][CH2:31][N:26]([C:20]3[C:19]([CH:16]4[CH2:18][CH2:17]4)=[CH:24][C:23]([CH3:25])=[CH:22][N:21]=3)[CH2:27][CH2:28]2)=[O:8])=[C:4]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:3]=1

Participants

3

Reactant 2

HCID 27610574-Bromo-2-methanesulfonylbenzoic acidHCID 673807751-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 58484799(4-Bromo-2-methanesulfonylphenyl)[4-(3-cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl]methanoneYield 94.1%

Procedure

By reaction and treatment in the same manner as in Preparation Example 27 and using 4-bromo-2-methanesulfonylbenzoic acid (558 mg) and 1-(3-cyclopropyl-5-methylpyridin-2-yl)piperazine hydrochloride (508 mg) described in Preparation Example 48, the title compound (0.9 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 27
  3. customdescribed in Preparation Example 48

Sources & evidence

ORD record
ord-048171be6f0f45d19e3da7339ee6c77c
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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