Potassium Hydroxide → 8-Amino-1,4,4-trimethyl-4,5-dihydro-1h-pyrazolo[4,3-h]quinazoline-3-carboxylic acid potassium salt

HRID 44632Notes

Reaction equation

HRID 44632 reaction equation
[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][C:7]([CH3:13])([CH3:12])[C:6]3[C:14]([C:18]([O:20]CC)=[O:19])=[N:15][N:16]([CH3:17])[C:5]=3[C:4]=2[N:3]=1.[OH-].[K+:24]>C(O)C>[K+:24].[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][C:7]([CH3:13])([CH3:12])[C:6]3[C:14]([C:18]([O-:20])=[O:19])=[N:15][N:16]([CH3:17])[C:5]=3[C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 44235650HCID 44235650, compound

Product 1

HCID 689350778-Amino-1,4,4-trimethyl-4,5-dihydro-1h-pyrazolo[4,3-h]quinazoline-3-carboxylic acid potassium saltYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A suspension of ethyl 8-amino-1,4,4-trimethyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate (20.00 g, 66.368 mmol) in anhydrous ethanol (250 mL), 1.5M potassium hydroxide in ethanol (150 mL) was added under good stirring and the mixture was heated to reflux for 1.5 hours. After cooling in an ice bath, a solid was formed; that was filtered washing with ethanol, dried at 40° C. under vacuum to yield 17.34 g (yield 84%) of white solid compound.

Workup

  1. additionwas added
  2. temperaturethe mixture was heated
  3. temperatureto reflux for 1.5 hours
  4. temperatureAfter cooling in an ice bath
  5. customa solid was formed
  6. filtrationthat was filtered
  7. washwashing with ethanol
  8. customdried at 40° C. under vacuum

Sources & evidence

ORD record
ord-0bc7dedb921e4bbdb350617d5189b20d
Source dataset
uspto-grants-2013_09
Patent number
US08541429B2

Reaction notes

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