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

HRID 875138Notes

Reaction equation

HRID 875138 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-026822282a4d4170995a1169f18162e2
Source dataset
uspto-grants-2015_03
Patent number
US08981089B2

Reaction notes

Loading…