Sodium Hydroxide → HCID 67076101, compound

HRID 81949Notes

Reaction equation

HRID 81949 reaction equation
[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][CH2:7][C:6]3[C:12]([C:16]([O:18]CC)=[O:17])=[N:13][N:14]([CH3:15])[C:5]=3[C:4]=2[N:3]=1.[OH-].[Na+]>C(O)C>[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][CH2:7][C:6]3[C:12]([C:16]([OH:18])=[O:17])=[N:13][N:14]([CH3:15])[C:5]=3[C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 24993827ethyl 8-amino-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

Product 1

HCID 67076101HCID 67076101, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 8-amino-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate (275 mg, 1 mmol) was to suspended in anhydrous ethanol (10 mL) and treated with a 2 M solution of sodium hydroxide (0.5 mL, 1 eq.) at reflux temperature for 1 hour. Solvent was evaporated to dryness and the residue dissolved in water. After treatment with acetic acid and the resulting precipitate was collected by filtration to give the title compound (180 mg, 74% yield) as a white solid.

Workup

  1. temperatureat reflux temperature for 1 hour
  2. customSolvent was evaporated to dryness
  3. dissolutionthe residue dissolved in water
  4. filtrationAfter treatment with acetic acid and the resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-36b4c12a01374648a921a23cd1e83b79
Source dataset
uspto-grants-2014_09
Patent number
US08846701B2

Reaction notes

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