Sodium Hydroxide → HCID 22989367, compound

HRID 1067533Notes

Reaction equation

HRID 1067533 reaction equation
[C:1]1([CH:7]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[O:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][NH:17][C:18]3[CH:19]=[CH:20][C:21]4[N:22]([CH:24]=[C:25]([C:27]([CH3:35])([CH3:34])[C:28]([O:30]C(C)C)=[O:29])[N:26]=4)[N:23]=3)[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[C:36]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[O:8][CH:9]2[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][NH:17][C:18]3[CH:19]=[CH:20][C:21]4[N:22]([CH:24]=[C:25]([C:27]([CH3:35])([CH3:34])[C:28]([OH:30])=[O:29])[N:26]=4)[N:23]=3)[CH2:13][CH2:14]2)[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22989246HCID 22989246, compound

Product 1

HCID 22989367HCID 22989367, compoundYield 84.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

565 mg of isopropyl 2-[6-[2-[4-(diphenylmethoxy) piperidino]ethylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate was dissolved in 4 ml of ethanol; 2.04 ml of a 1 N aqueous sodium hydroxide solution was added, followed by refluxing for 20 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. Ethyl acetate was added; the crystal precipitated was collected by filtration, washed with water and ethyl acetate and dried to yield 443 mg of the title compound.

Workup

  1. temperatureby refluxing for 20 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. additionEthyl acetate was added
  7. customthe crystal precipitated
  8. filtrationwas collected by filtration
  9. washwashed with water and ethyl acetate
  10. customdried

Sources & evidence

ORD record
ord-ab96a3e780144f7999553f7e412ca581
Source dataset
uspto-grants-2001_06
Patent number
US06248740B1

Reaction notes

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