Sodium Hydroxide → HCID 59580025, compound

HRID 2279629Notes

Reaction equation

HRID 2279629 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[C:8]([C:9]([O:11]CC)=[O:10])=[CH:7][N:6]([C:14]2[N:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[N:5]=1>CCO>[Cl:3][C:4]1[C:8]([C:9]([OH:11])=[O:10])=[CH:7][N:6]([C:14]2[N:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[N:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59579884HCID 59579884, compound

Product 1

HCID 59580025HCID 59580025, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 1 N aqueous sodium hydroxide solution (5.0 mL) is added to a suspension of ethyl 3-chloro-1-pyrimidin-2-yl-1H-pyrazole-4-carboxylate (850 mg, 3.36 mmol) in 10.0 mL of EtOH. The reaction mixture is stirred at RT for 1 h. Most of the EtOH is removed in vacuo, and the aqueous solution is diluted with water, extracted with EtOAc (3×), 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. customMost of the EtOH is removed in vacuo
  2. additionthe aqueous solution is diluted with water
  3. extractionextracted with EtOAc (3×)
  4. temperaturecooled to 0° C.
  5. filtrationThe precipitated solid is collected by vacuum filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-88038d2a7656487487f09ddd6fa49108
Source dataset
uspto-grants-2015_09
Patent number
US09133204B2

Reaction notes

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