Sodium Hydroxide → HCID 23696727, compound

HRID 1067544Notes

Reaction equation

HRID 1067544 reaction equation
Cl.Cl.[C:3]1([CH:9]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[O:10][CH:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]3[CH:22]=[CH:23][C:24]4[N:25]([CH:27]=[C:28]([C:30]([CH3:37])([CH3:36])[C:31]([O:33]CC)=[O:32])[N:29]=4)[N:26]=3)[CH2:13][CH2:12]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH-].[Na+:45]>C(O)C>[C:38]1([CH:9]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[O:10][CH:11]2[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]3[CH:22]=[CH:23][C:24]4[N:25]([CH:27]=[C:28]([C:30]([CH3:37])([CH3:36])[C:31]([O-:33])=[O:32])[N:29]=4)[N:26]=3)[CH2:15][CH2:16]2)[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.[Na+:45]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22989211HCID 22989211, compound

Product 1

HCID 23696727HCID 23696727, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

631 mg of ethyl 2-[6-[4-[4-(diphenylmethoxy) piperidino]butyl]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate dihydrochloride was dissolved in 4 ml of ethanol; 5.5 ml of a 1 N aqueous solution of sodium hydroxide was added, followed by thermal refluxing for 3 hours. After cooling, the mixture was concentrated under reduced pressure; the residue was diluted with water and ajusted to pH 5.5 by the addition of 1 N hydrochloric acid. Acetone was added to cause crystallization; the crystal precipitated was washed with water-acetone (2:1) and dried to yield 345 mg of the title compound.

Workup

  1. customrefluxing for 3 hours
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated under reduced pressure
  4. additionthe residue was diluted with water
  5. additionajusted to pH 5.5 by the addition of 1 N hydrochloric acid
  6. additionAcetone was added
  7. customcrystallization
  8. customthe crystal precipitated
  9. washwas washed with water-acetone (2:1)
  10. customdried

Sources & evidence

ORD record
ord-0b433077016f41ee8527d42dbfb0f949
Source dataset
uspto-grants-2001_06
Patent number
US06248740B1

Reaction notes

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