Hydrochloric Acid → 4-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]benzoic acid

HRID 582294Notes

Reaction equation

HRID 582294 reaction equation
C[O:2][C:3](=[O:28])[C:4]1[CH:9]=[CH:8][C:7]([C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[C:23]([NH:24][CH:25]([CH3:27])[CH3:26])=[CH:22][CH:21]=[CH:20][N:19]=3)[CH2:14][CH2:13]2)=[O:11])=[CH:6][CH:5]=1.[OH-].[Na+].Cl>CO>[CH:25]([NH:24][C:23]1[C:18]([N:15]2[CH2:16][CH2:17][N:12]([C:10]([C:7]3[CH:6]=[CH:5][C:4]([C:3]([OH:28])=[O:2])=[CH:9][CH:8]=3)=[O:11])[CH2:13][CH2:14]2)=[N:19][CH:20]=[CH:21][CH:22]=1)([CH3:27])[CH3:26]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53711670HCID 53711670, compound

Product 1

HCID 109595584-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]benzoic acidYield 93.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl] benzoic acid methyl ester (3 g) was dissolved in methanol (47 ml) and then, aqueous 1N-sodium hydroxide (16 ml) was added slowly. The solution was stirred at 20~25° C. for 3 hours. 2N-HCl was added slowly to the mixture for neutralization (pH=~5) and then, the crystalline powder was precipitated. The crystalline powder was filtered, washed with water and methanol and dried to give 2.7 g (yield: 93%) of the desired compound.

Workup

  1. customthe crystalline powder was precipitated
  2. filtrationThe crystalline powder was filtered
  3. washwashed with water and methanol
  4. customdried

Sources & evidence

ORD record
ord-f7df811f7ea642b1b0de70f609f3f486
Source dataset
uspto-grants-1999_07
Patent number
US05922871

Reaction notes

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