Sodium Hydroxide → HCID 22989421, compound

HRID 1067546Notes

Reaction equation

HRID 1067546 reaction equation
[C:1]1([CH:7]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][C:18]3[CH:19]=[CH:20][C:21]4[N:22]([CH:24]=[C:25]([C:27]([CH3:34])([CH3:33])[C:28]([O:30]CC)=[O:29])[N:26]=4)[N:23]=3)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[C:35]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][C:18]3[CH:19]=[CH:20][C:21]4[N:22]([CH:24]=[C:25]([C:27]([CH3:34])([CH3:33])[C:28]([OH:30])=[O:29])[N:26]=4)[N:23]=3)[CH2:12][CH2:13]2)[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22989260HCID 22989260, compound

Product 1

HCID 22989421HCID 22989421, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

482 mg of ethyl 2-[6-[4-[4-(diphenylmethyl)piperazino] butyl]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate was dissolved in 2 ml of ethanol; 1.8 ml of a 1 N aqueous solution of sodium hydroxide was added, followed by thermal refluxing for 1 hour. After cooling, the mixture was concentrated under reduced pressure; the residue was diluted with water and ajusted to pH 5 by the addition of 1 N hydrochloric acid. Ethyl acetate was added to cause crystallization; the crystal precipitated was washed with water-acetone (2:1) and dried to yield 386 mg of the title compound.

Workup

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

Sources & evidence

ORD record
ord-c4fcccc08541441fa0049bf695dae017
Source dataset
uspto-grants-2001_06
Patent number
US06248740B1

Reaction notes

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