Hydrochloric Acid → HCID 22502663, compound

HRID 1814493Notes

Reaction equation

HRID 1814493 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:14]3=[CH:15][S:16][CH:17]=[C:13]3[CH:12]=[C:11]([C:18]3[CH:23]=[CH:22][C:21]([O:24]COC)=[CH:20][CH:19]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2].Cl.[OH-].[Na+]>C(O)C>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:14]3=[CH:15][S:16][CH:17]=[C:13]3[CH:12]=[C:11]([C:18]3[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22503017HCID 22503017, compound

Product 1

HCID 22502663HCID 22502663, compoundYield 11.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-(4-Ethylpiperazin-1-yl)-6-[4-(methoxymethoxy)phenyl]thieno[3,4-c]-pyridine (695 mg) was dissolved in ethanol (10 ml), followed by the addition of a 5N aqueous solution of hydrochloric acid (1 ml), and the mixture was reacted for 1 hr with heating under reflux. The reaction solution was neutralized with a 1N aqueous solution of sodium hydroxide and then extracted with ethyl acetate. The organic layer was washed with brine, dried and evaporated, and then purified by silica gel column chromatography (dichloromethane/methanol system), to give 4-(4-ethylpiperazin-1-yl)-6-(4-hydroxyphenyl)thieno[3,4-c]pyridine as a yellow oil (70 mg, yield; 11%).

Workup

  1. customthe mixture was reacted for 1 hr
  2. temperaturewith heating
  3. temperatureunder reflux
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with brine
  6. customdried
  7. customevaporated
  8. custompurified by silica gel column chromatography (dichloromethane/methanol system)

Sources & evidence

ORD record
ord-8c54606e82554fb8a9c9a1084cf03062
Source dataset
uspto-grants-2005_04
Patent number
US06875761B2

Reaction notes

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