Sodium Hydroxide → HCID 21294796, compound

HRID 653135Notes

Reaction equation

HRID 653135 reaction equation
[OH-].[Na+].C[O:4][C:5]([CH2:7][O:8][C:9]1[CH:18]=[CH:17][C:16]2[N:15]([C:19](=[O:22])[CH2:20][CH3:21])[CH2:14][C:13]3[CH:23]=[N:24][NH:25][C:12]=3[C:11]=2[CH:10]=1)=[O:6]>O.CO>[C:5]([CH2:7][O:8][C:9]1[CH:18]=[CH:17][C:16]2[N:15]([C:19](=[O:22])[CH2:20][CH3:21])[CH2:14][C:13]3[CH:23]=[N:24][NH:25][C:12]=3[C:11]=2[CH:10]=1)([OH:6])=[O:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 21294783HCID 21294783, compound

Product 1

HCID 21294796HCID 21294796, compoundYield 87.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of sodium hydroxide (0.32 g) in water (4 ml) was added to a mixture of 4,5-dihydro-8-methoxycarbonylmethoxy-5-propionyl-1H-pyrazolo-[4,3-c]quinoline (1.26 g) in methanol (20 ml). After being stirred at room temperature for 1.5 hours, the solution was evaporated in vacuo and the residue was dissolved in an aqueous solution of sodium bicarbonate. The solution was washed with ethyl acetate and acidified with 10% hydrochloric acid under ice cooling and stirring. The resulting precipitates were collected by filtration, washed with water, and recrystallized for methanol to give 8-carboxymethoxy-4,5-dihydro-5-propionyl-1H-pyrazolo[4,3-c]quinoline (1.05 g).

Workup

  1. customthe solution was evaporated in vacuo
  2. dissolutionthe residue was dissolved in an aqueous solution of sodium bicarbonate
  3. washThe solution was washed with ethyl acetate
  4. stirringstirring
  5. customThe resulting precipitates
  6. filtrationwere collected by filtration
  7. washwashed with water
  8. customrecrystallized for methanol

Sources & evidence

ORD record
ord-b54dc012f331447a9951f82d71542fba
Source dataset
uspto-grants-1987_06
Patent number
US04675324

Reaction notes

Loading…