Water → 6-(2-Ethylaminopyrimidin-4-yl)-3-oxo-2,3-dihydropyridazine-4-carboxylic acid

HRID 2354580Notes

Reaction equation

HRID 2354580 reaction equation
[CH2:1]([NH:3][C:4]1[N:9]=[C:8]([C:10]2[CH:11]=[C:12]([C:17]([O:19]CC)=[O:18])[C:13](=[O:16])[NH:14][N:15]=2)[CH:7]=[CH:6][N:5]=1)[CH3:2].C1COCC1.O.[OH-].[Li+]>CO>[CH2:1]([NH:3][C:4]1[N:9]=[C:8]([C:10]2[CH:11]=[C:12]([C:17]([OH:19])=[O:18])[C:13](=[O:16])[NH:14][N:15]=2)[CH:7]=[CH:6][N:5]=1)[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 68453190Ethyl 6-(2-ethylaminopyrimidin-4-yl)-3-oxo-2,3-dihydropyridazine-4-carboxylate

Product 1

HCID 684533256-(2-Ethylaminopyrimidin-4-yl)-3-oxo-2,3-dihydropyridazine-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 400 mg of ethyl 6-(2-ethylaminopyrimidin-4-yl)-3-oxo-2,3-dihydropyridazine-4-carboxylate, 2 ml of THF, 2 ml of water, 2 ml of methanol and 100 mg of lithium hydroxide is stirred at room temperature for 1 hour, and the volatile constituents are removed in vacuo. A pH of 4 is adjusted by dropwise addition of 2N hydrochloric acid, and the precipitate which has formed is filtered off with suction, stirred with 10 ml of isopropanol and filtered off with suction and dried.

Workup

  1. customthe volatile constituents are removed in vacuo
  2. additionA pH of 4 is adjusted by dropwise addition of 2N hydrochloric acid
  3. customthe precipitate which has formed
  4. filtrationis filtered off with suction
  5. stirringstirred with 10 ml of isopropanol
  6. filtrationfiltered off with suction
  7. customdried

Sources & evidence

ORD record
ord-8833ecdfe3a54062bf2f8d89aeff4292
Source dataset
uspto-grants-2010_07
Patent number
US07754713B2

Reaction notes

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