1-(2,4-Xylyl)piperazine → HCID 58484751, compound

HRID 1803936Notes

Reaction equation

HRID 1803936 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([O:11][CH3:12])[CH:3]=1.[CH3:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=1[N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:24]2[CH2:25][CH2:26][N:21]([C:15]3[CH:16]=[CH:17][C:18]([CH3:20])=[CH:19][C:14]=3[CH3:13])[CH2:22][CH2:23]2)=[O:8])=[C:4]([O:11][CH3:12])[CH:3]=1

Participants

3

Reactant 2

HCID 705441-(2,4-Xylyl)piperazineHCID 134507554-Bromo-2-methoxybenzoic acid

Product 1

HCID 58484751HCID 58484751, compoundYield 81.3%

Procedure

Methyl 4-bromo-2-methoxybenzoate (10 g) was dissolved in methanol (80 mL), 1N aqueous sodium hydroxide solution (80 mL) was added, and the mixture was refluxed for 3 hr. After cooling, 1N hydrochloric acid (80 mL) was added, and the mixture was filtered to give 4-bromo-2-methoxybenzoic acid (9.2 g). By reaction and treatment in the same manner as in Preparation Example 1 and using 4-bromo-2-methoxybenzoic acid (3.1 g) and 1-(2,4-dimethylphenyl)piperazine (2.7 g), the title compound (4.4 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 1

Sources & evidence

ORD record
ord-c2eb30ae0c754427aade90082b94a4c7
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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