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Hydrochloric Acid → Benzoic acid, 3-[(2-methoxyethyl)methylamino]-4-(4-methyl-1-piperazinyl)-

HRID 1472209
Notes
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Reaction equation

HRID 1472209 reaction equation
C[O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)=[C:6]([N:17]([CH2:19][CH2:20][O:21][CH3:22])[CH3:18])[CH:5]=1.[OH-].[Na+].Cl>CO>[CH3:22][O:21][CH2:20][CH2:19][N:17]([CH3:18])[C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[N:10]1[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]1)[C:3]([OH:23])=[O:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57703902HCID 57703902, compound

Product 1

HCID 57703887Benzoic acid, 3-[(2-methoxyethyl)methylamino]-4-(4-methyl-1-piperazinyl)-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 150 mg (0.47 mmol) of 3-[(2-methoxy-ethyl)-methyl-amino]-4-(4-methyl-piperazin-1-yl)-benzoic acid methyl ester in 5 mL of methanol were added 0.9 mL (0.93 mmol, 2 eq.) of 1N NaOH solution and the reaction mixture left standing overnight at room temperature. The solution was then added with 0.47 mL of 2N hydrochloric acid, the solvent evaporated, and the residue dried at 70° C. under vacuum. The compound was used as such in the subsequent step.

Workup

  1. waitthe reaction mixture left
  2. customthe solvent evaporated
  3. customthe residue dried at 70° C. under vacuum

Sources & evidence

ORD record
ord-139ed80a435844628da3495798bad45e
Source dataset
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09012487B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes