Potassium Hydroxide → Potassium 8-(cyclopentylamino)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

HRID 875112

Reaction equation

HRID 875112 reaction equation
[CH:1]1([NH:6][C:7]2[N:16]=[CH:15][C:14]3[CH2:13][CH2:12][C:11]4[C:17]([C:21]([O:23]CC)=[O:22])=[N:18][N:19]([CH3:20])[C:10]=4[C:9]=3[N:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[K+:27]>C(O)C>[CH:1]1([NH:6][C:7]2[N:16]=[CH:15][C:14]3[CH2:13][CH2:12][C:11]4[C:17]([C:21]([O-:23])=[O:22])=[N:18][N:19]([CH3:20])[C:10]=4[C:9]=3[N:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1.[K+:27]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 45140958HCID 45140958, compound

Product 1

HCID 45140959Potassium 8-(cyclopentylamino)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylateYield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Ethyl 8-(cyclopentylamino)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate (230 mg, 0.67 mmol) was suspended in anhydrous ethanol (5 mL) and treated with a 1.5 M solution of potassium hydroxide in ethanol (1.33 mL, 3 eq.) at reflux temperature for 1.5 hours. After cooling in ice bath, the resulting precipitate was collected by filtration to give the title compound (193 mg, 82% yield) as a crystalline solid.

Workup

  1. temperatureat reflux temperature for 1.5 hours
  2. temperatureAfter cooling in ice bath
  3. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-5613641662fa47a6bec6739f317f9ae5
Source dataset
uspto-grants-2015_03
Patent number
US08981089B2

Linked notes

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