Hydrochloric Acid → HCID 135848084, compound

HRID 498049Notes

Reaction equation

HRID 498049 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4]2[N:12]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)[N:13]=[C:14]([CH2:15][C:16]([O:18]C)=[O:17])[C:3]1=2.[OH-].[Na+].Cl>CO>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4]2[N:12]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)[N:13]=[C:14]([CH2:15][C:16]([OH:18])=[O:17])[C:3]1=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 135848119HCID 135848119, compound

Product 1

HCID 135848084HCID 135848084, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 2-[4-oxo-1-(2-pyridinyl)-4,9-dihydro-1H-pyrazolo[3,4-b]quinolin-3-yl]acetate (5.47 g, 16.4 mmol) in methanol (150 mL), an aqueous 2N sodium hydroxide solution (15 mL) was added at 0° C., and the mixture was stirred at room temperature for 2 hours, and refluxed further for 3 hours. The solution was allowed to cool to room temperature, made acidic by the addition of an aqueous 2N hydrochloric acid solution, and the resulting precipitate was collected by filtration. The collected crude crystals were washed with water and dried to give the title compound (4.96 g, 95% yield).

Workup

  1. temperaturerefluxed further for 3 hours
  2. temperatureto cool to room temperature
  3. filtrationthe resulting precipitate was collected by filtration
  4. customThe collected crude crystals
  5. washwere washed with water
  6. customdried

Sources & evidence

ORD record
ord-40d486812da94450805d3ee62a0934d6
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Reaction notes

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