Hydrochloric Acid → HCID 57446227, compound

HRID 1095362Notes

Reaction equation

HRID 1095362 reaction equation
[O:1]=[C:2]1[C:11]2=[N:12][N:13]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:14]([CH2:15][C:16]([O:18]CC)=[O:17])=[C:10]2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[NH:3]1.Cl>C(O)C.[OH-].[Na+]>[O:1]=[C:2]1[C:11]2=[N:12][N:13]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:14]([CH2:15][C:16]([OH:18])=[O:17])=[C:10]2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[NH:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57612919Ethyl (4-oxo-2-phenyl-4,5-dihydro-2H-pyrazolo[3,4-c]quinolin-1-yl)acetate

Product 1

HCID 57446227HCID 57446227, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

Ethyl (4-oxo-2-phenyl-4,5-dihydro-2H-pyrazolo[3,4-c]quinolin-1-yl)acetate (3.0 g, 8.64 mmol) was dissolved in 35 mL of ethanol and 2.9 mL of 6 N aqueous sodium hydroxide. The mixture was allowed to stir at ambient temperature overnight, and the pH was adjusted to 6 with 3 N aqueous hydrochloric acid. The mixture was filtered and dried to afford (4-oxo-2-phenyl-4,5-dihydro-2H-pyrazolo[3,4-c]quinolin-1-yl)acetic acid as a pale yellow solid, mp decomposed at 350° C. MS (ESI) m/z 320 (M+H)+; Anal. calcd for C18H13N3O3: C, 64.23; H, 4.47; N, 12.48. Found: C, 64.48; H, 4.38; N, 12.60.

Workup

  1. filtrationThe mixture was filtered
  2. customdried

Sources & evidence

ORD record
ord-16b9fd8d53094ff49be3d20ff6542225
Source dataset
uspto-grants-2012_03
Patent number
US08138173B2

Reaction notes

Loading…