Sodium Hydroxide → HCID 22989408, compound

HRID 1067527Notes

Reaction equation

HRID 1067527 reaction equation
C([O:3][C:4](=[O:42])[CH2:5][NH:6][C:7]([C:9]1[N:10]=[C:11]2[CH:16]=[CH:15][C:14]([NH:17][CH2:18][CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][CH:24]([O:27][CH:28]([C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)[C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[CH2:23][CH2:22]3)=[N:13][N:12]2[CH:41]=1)=[O:8])C.[OH-].[Na+]>C(O)C>[C:35]1([CH:28]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[O:27][CH:24]2[CH2:25][CH2:26][N:21]([CH2:20][CH2:19][CH2:18][NH:17][C:14]3[CH:15]=[CH:16][C:11]4[N:12]([CH:41]=[C:9]([C:7]([NH:6][CH2:5][C:4]([OH:42])=[O:3])=[O:8])[N:10]=4)[N:13]=3)[CH2:22][CH2:23]2)[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22989383N-[6-[3-[4-(diphenylmethoxy)piperidino] propylamino]imidazo[1,2-b]pyridazine-2-carbonyl]glycine ethyl ester

Product 1

HCID 22989408HCID 22989408, compoundYield 23.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.810 g of N-[6-[3-[4-(diphenylmethoxy)piperidino]propylamino]imidazo[1,2-b]pyridazine-2-carbonyl]glycine ethyl ester was dissolved in 4 ml of ethanol; 2 ml of a 1 N aqueous solution of sodium hydroxide was added, followed by stirring at room temperature for 3 hours. The mixture was concentrated under reduced pressure; ice water and 2.1 ml of 1 N hydrochloric acid were added to the residue, followed by extraction with ethyl acetate-tetrahydrofuran (1:2); the extract was washed with saturated saline and dried with magnesium sulfate. The dry product was concentrated under reduced pressure; the residue was powdered by the addition of ethyl acetate, collected by filtration and washed with ethyl acetate to yield 0.183 g of the title compound.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additionice water and 2.1 ml of 1 N hydrochloric acid were added to the residue
  3. extractionfollowed by extraction with ethyl acetate-tetrahydrofuran (1:2)
  4. washthe extract was washed with saturated saline
  5. dry with materialdried with magnesium sulfate
  6. concentrationThe dry product was concentrated under reduced pressure
  7. additionthe residue was powdered by the addition of ethyl acetate
  8. filtrationcollected by filtration
  9. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-26a0400b3b7a439e8c7e0aba671a7545
Source dataset
uspto-grants-2001_06
Patent number
US06248740B1

Reaction notes

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