Sodium Hydroxide → 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzoic acid

HRID 1502331Notes

Reaction equation

HRID 1502331 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:19]=[CH:18][C:12]([C:13]([O:15]CC)=[O:14])=[CH:11][C:10]=2[C:20]([F:23])([F:22])[F:21])[CH2:4][CH2:3]1.[OH-].[Na+]>O.CO>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:19]=[CH:18][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=2[C:20]([F:23])([F:21])[F:22])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23145917Ethyl 4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzoate

Product 1

HCID 231458804-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A mixture of ethyl 4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzoate (330 mg, 0.96 mmol) and sodium hydroxide solution (1.5 M) in water/methanol (15/5 mL) were stirred at room temperature for 5 hours. The mixture was concentrated and acidified with aqueous hydrochloric acid until a white solid formed. The mixture was lyophilized to give a white solid (600 mg, contains salt).

Workup

  1. concentrationThe mixture was concentrated
  2. customformed
  3. customto give a white solid (600 mg, contains salt)

Sources & evidence

ORD record
ord-e5a99c6cb2c94c7e9db3a24978d80c35
Source dataset
uspto-grants-2015_12
Patent number
US09206175B2

Reaction notes

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