Sodium Hydroxide → HCID 21475297, compound

HRID 2294533Notes

Reaction equation

HRID 2294533 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11][C:12]1[N:17]2[N:18]=[CH:19][CH:20]=[C:16]2[N:15]=[C:14]([CH3:21])[CH:13]=1)=[O:4].[OH-].[Na+]>C(O)C>[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11][C:12]1[N:17]2[N:18]=[CH:19][CH:20]=[C:16]2[N:15]=[C:14]([CH3:21])[CH:13]=1)([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21475300HCID 21475300, compound

Product 1

HCID 21475297HCID 21475297, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 7-(2-methoxycarbonylphenyl)amino-5-methylpyrazolo[1,5-a]pyrimidine (1.0 g) prepared in Example 3 in ethanol (20 ml) is added a 5% sodium hydroxide solution (30 ml), and the mixture is heated with stirring at 100° C. for one hour. After cooling, the mixture is evaporated to remove ethanol, and the residue is neutralized with a 10% hydrochloric acid, and further the pH value of the mixture is adjusted to pH 4 with a saturated aqueous citric acid solution. The precipitated crystal is collected by filtration, and washed with water, ethanol and ethyl ether, and dried to give 7-(2-carboxyphenyl)amino-5-methylpyrazolo[1,5-a]pyrimidine (970 mg) as colorless crystal.

Workup

  1. temperaturethe mixture is heated
  2. temperatureAfter cooling
  3. customthe mixture is evaporated
  4. customto remove ethanol
  5. filtrationThe precipitated crystal is collected by filtration
  6. washwashed with water, ethanol and ethyl ether
  7. customdried

Sources & evidence

ORD record
ord-13c5ff9f51eb42469b2f12cdd52456f6
Source dataset
uspto-grants-1997_11
Patent number
US05688949

Reaction notes

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