Water → HCID 59579909, compound

HRID 2279631Notes

Reaction equation

HRID 2279631 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[N:8]([C:9]2[N:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:7]=[CH:6][C:5]=1[C:15]([O:17]CC)=[O:16].O>CCO>[Cl:3][C:4]1[N:8]([C:9]2[N:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:7]=[CH:6][C:5]=1[C:15]([OH:17])=[O:16]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 19839439Ethyl 5-chloro-1-(pyrimidin-2-yl)-1H-pyrazole-4-carboxylate

Product 1

HCID 59579909HCID 59579909, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 1 N aqueous sodium hydroxide solution (2.0 mL) is added to a suspension of ethyl 5-chloro-1-pyrimidin-2-yl-1H-pyrazole-4-carboxylate (250 mg, 1.11 mmol) in 5.0 mL of EtOH. The reaction mixture is stirred at RT for 1 h. Water is added, and the solution is washed with EtOAc. The aqueous layer is cooled to 0° C. and acidified to pH=2-3 with conc. HCl. The precipitated solid is collected by vacuum filtration and dried in vacuo to give the title compound as a white solid.

Workup

  1. washthe solution is washed with EtOAc
  2. temperatureThe aqueous layer is cooled to 0° C.
  3. filtrationThe precipitated solid is collected by vacuum filtration
  4. customdried in vacuo

Sources & evidence

ORD record
ord-d0bcc064cd7d40eabdbff48f7a539541
Source dataset
uspto-grants-2015_09
Patent number
US09133204B2

Reaction notes

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