Hydrochloric Acid → HCID 135848049, compound

HRID 498033Notes

Reaction equation

HRID 498033 reaction equation
[CH3:1][C:2]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[C:10]([C:16]([O:18]C)=[O:17])[CH:11]=3)[NH:6][C:5]=2[N:4]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[N:3]=1.[OH-].[Na+].Cl>C(O)C>[CH3:1][C:2]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[C:10]([C:16]([OH:18])=[O:17])[CH:11]=3)[NH:6][C:5]=2[N:4]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 135848126HCID 135848126, compound

Product 1

HCID 135848049HCID 135848049, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 3-methyl-4-oxo-1-(2-pyridinyl)-4,9-dihydro-1H-pyrazolo[3,4-b]quinoline-6-carboxylate (0.96 g, 2.87 mmol) in ethanol (20 mL), was added 2N sodium hydroxide (20 mL), and the mixture was heated under reflux for 1 hour. The solution was allowed to cool to room temperature, and made acidic by the addition of 1N hydrochloric acid, and the resulting precipitate was collected by filtration. The crude crystals were recrystallized from chloroform/methanol to give the title compound (0.87 g, 93% yield).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. filtrationthe resulting precipitate was collected by filtration
  4. customThe crude crystals were recrystallized from chloroform/methanol

Sources & evidence

ORD record
ord-1a45ec6a8c4648a1807c583f5ef829fb
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Reaction notes

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