Sodium Hydroxide → 6-Methyl-4-pyridazinecarboxylic acid hydrochloride
Reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([CH3:11])=[CH:6][C:7]=1[C:8]([OH:10])=[O:9].[OH-].[Na+]>CO.[Pd]>[CH3:11][C:5]1[N:4]=[N:3][CH:2]=[C:7]([C:8]([OH:10])=[O:9])[CH:6]=1Participants
5
Procedure
To a stirred solution of 3-chloro-6-methyl-pyridazine-4-carboxylic acid (500 mg, 2.89 mmol) in MeOH (50 mL) was added NaOH (395 mg, 9.85 mmol) in pellets, followed by 150 mg of Pd/C (10%). The reaction mixture was put under a H2 atmosphere for 3 hours (atmospheric pressure). The reaction mixture was filtered on celite, acidified with aq. HCl (ph=6), and concentrated under vacuo. Column chromatography (SiO2, CH2Cl2/MeOH 7/3) yielded 120 mg (29%) of 6-methyl-pyridazine-4-carboxylic acid as a brown solid.
Workup
- filtrationThe reaction mixture was filtered on celite
- concentrationconcentrated under vacuo
Sources & evidence
- ORD record
- ord-ef9c47bf034d47a093d28993b11583e8
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08012998B2
Reaction notes
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