Water → HCID 59580034, compound

HRID 2279626Notes

Reaction equation

HRID 2279626 reaction equation
[OH-].[Na+].[NH2:3][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.O>CCO>[NH2:3][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

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 59579963HCID 59579963, compound

Product 1

HCID 59580034HCID 59580034, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A 1 N aqueous sodium hydroxide solution (3.0 mL) is added to a suspension of ethyl 3-amino-1-pyrimidin-2-yl-1H-pyrazole-4-carboxylate (500 mg, 2.14 mmol) in 6.0 mL of EtOH. The reaction mixture is heated to 50° C. for 16 h. After cooling to RT, water is added, and the mixture is extracted with EtOAc (3×20 mL). The aqueous layer is cooled to 0° C. and acidified to pH=2 with conc. HCl. The precipitated solid is collected by vacuum filtration and dried in vacuo to give the title compound as an off-white solid.

Workup

  1. temperatureAfter cooling to RT
  2. extractionthe mixture is extracted with EtOAc (3×20 mL)
  3. temperatureThe aqueous layer is cooled to 0° C.
  4. filtrationThe precipitated solid is collected by vacuum filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-b181099321f74de3948642d094890e17
Source dataset
uspto-grants-2015_09
Patent number
US09133204B2

Reaction notes

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