Hydrochloric Acid → 6-(4-Methylpiperazin-1-yl)pyridine-3-carboxylic acid

HRID 1677100Notes

Reaction equation

HRID 1677100 reaction equation
C[O:2][C:3](=[O:17])[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)=[N:6][CH:5]=1.[OH-].[Na+].Cl>CO.O>[CH3:16][N:13]1[CH2:12][CH2:11][N:10]([C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:17])=[O:2])=[CH:5][N:6]=2)[CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 9859497Methyl 6-(4-methylpiperazin-1-yl)pyridine-3-carboxylate

Product 1

HCID 149879266-(4-Methylpiperazin-1-yl)pyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

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

Conditions

Temperature
0 °C

Procedure

A solution of 6-(4-methyl-piperazin-1-yl)-nicotinic acid methyl ester (5.56 g) in MeOH/H2O 1:1 (100 ml) was cooled to 0° C. and treated with NaOH (1.9 g). The reaction mixture was stirred for 45 min at 0° C. and for 5 hrs at r.t., then neutralized with 1N HCl and concentrated. The crude product was used in the next reaction step without further purification.

Workup

  1. concentrationconcentrated
  2. customThe crude product was used in the next reaction step without further purification

Sources & evidence

ORD record
ord-45b0509e386f4e4496c148898c5432ce
Source dataset
uspto-grants-2011_08
Patent number
US08008305B2

Reaction notes

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