Hydrochloric Acid → HCID 58055079, compound

HRID 1685066Notes

Reaction equation

HRID 1685066 reaction equation
[CH3:1][C:2]1[N:3]=[N:4][CH:5]=[C:6]([CH3:13])[C:7]=1[C:8]([O:10]CC)=[O:9].[OH-].[Na+].Cl>C(O)C.O>[CH3:1][C:2]1[N:3]=[N:4][CH:5]=[C:6]([CH3:13])[C:7]=1[C:8]([OH:10])=[O:9]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66663060HCID 66663060, compound

Product 1

HCID 58055079HCID 58055079, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of ethyl 3,5-dimethylpyridazine-4-carboxylate (600 mg, 3.3 mmol) in ethanol (1 mL) was added a solution of NaOH (166 mg, 4.16 mmol) in water (5 mL). The mixture was heated at 50° C. for 1 hour and a clear solution was obtained. The solution was acidified by addition of aq. HCl until pH 5 and all volatiles were removed in vacuo. The residue was extracted with DCM/MeOH 4/1. The extract was concentrated to dryness to afford Intermediate 50: 3,5-dimethylpyridazine-4-carboxylic acid (550 mg) as an off-white solid.

Workup

  1. customa clear solution was obtained
  2. customall volatiles were removed in vacuo
  3. extractionThe residue was extracted with DCM/MeOH 4/1
  4. concentrationThe extract was concentrated to dryness

Sources & evidence

ORD record
ord-2db71b0104134f4c863c876733a6898e
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

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