Hydrochloric Acid → HCID 14796401, compound

HRID 1084848Notes

Reaction equation

HRID 1084848 reaction equation
C(O)C.[OH-].[Na+].[CH3:6][N:7]([CH3:33])[CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[C:26]3[C:21](=[N:22][CH:23]=[CH:24][CH:25]=3)[N:20]([CH2:27][C:28]([O:30]CC)=[O:29])[N:19]=2)=[CH:14][CH:13]=1.Cl>O>[CH3:33][N:7]([CH3:6])[CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[C:26]3[C:21](=[N:22][CH:23]=[CH:24][CH:25]=3)[N:20]([CH2:27][C:28]([OH:30])=[O:29])[N:19]=2)=[CH:16][CH:17]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 14796351HCID 14796351, compound

Product 1

HCID 14796401HCID 14796401, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 90 mg of ethanol, 40 ml of water and 2.0 g of sodium hydroxide was added 13 g of ethyl 3-[4-(3-dimethylaminopropoxy)phenyl]-1H-pyrazolo[3,4-b]pyridin-1-ylacetate. The mixture was stirred at room temperature for 2 hours. After the completion of the reaction, the reaction mixture was adjusted to pH 7 by dilute hydrochloric acid. The mixture was purified with ion-exchange resin (Diaion HP-20) and recrystallized from hydrous methanol to give 3-[4-(3-dimethylaminopropoxy)phenyl]-1H-pyrazolo[3,4-b]pyridin-1-ylacetic acid, m.p. 221°-223° C.

Workup

  1. customAfter the completion of the reaction
  2. customThe mixture was purified with ion-exchange resin (Diaion HP-20)
  3. customrecrystallized from hydrous methanol

Sources & evidence

ORD record
ord-3575b1adb37f4e1f9f95fb2dd993946e
Source dataset
uspto-grants-1991_04
Patent number
US05006520

Reaction notes

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