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

HRID 12270Notes

Reaction equation

HRID 12270 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-dihydro-pyridazine-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-01b279a3c593478bb244d5db8ca3aad0
Source dataset
uspto-grants-2010_06
Patent number
US07727989B2

Reaction notes

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