Sodium Hydroxide → N-[6-[3-[4-(Diphenylmethoxy)piperidino]propylamino][1,2,4]triazolo[4,3-b]pyridazine-3-carbonyl]-2,2-dimethylglycine

HRID 397567Notes

Reaction equation

HRID 397567 reaction equation
C([O:3][C:4](=[O:44])[C:5]([CH3:43])([CH3:42])[NH:6][C:7]([C:9]1[N:13]2[N:14]=[C:15]([NH:18][CH2:19][CH2:20][CH2:21][N:22]3[CH2:27][CH2:26][CH:25]([O:28][CH:29]([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[CH2:24][CH2:23]3)[CH:16]=[CH:17][C:12]2=[N:11][N:10]=1)=[O:8])C.[OH-].[Na+]>C(O)C>[C:36]1([CH:29]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[O:28][CH:25]2[CH2:24][CH2:23][N:22]([CH2:21][CH2:20][CH2:19][NH:18][C:15]3[CH:16]=[CH:17][C:12]4[N:13]([C:9]([C:7]([NH:6][C:5]([CH3:43])([CH3:42])[C:4]([OH:44])=[O:3])=[O:8])=[N:10][N:11]=4)[N:14]=3)[CH2:27][CH2:26]2)[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23000293N-[6-[3-[4-(Diphenylmethoxy)piperidino]propylamino][1,2,4]triazolo[4,3-b]pyridazine-3-carbonyl]-2,2-dimethylglycine Ethyl Ester

Product 1

HCID 23000286N-[6-[3-[4-(Diphenylmethoxy)piperidino]propylamino][1,2,4]triazolo[4,3-b]pyridazine-3-carbonyl]-2,2-dimethylglycineYield 77.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

830 mg of N-[6-[3-[4-(diphenylmethoxy)piperidino]propylamino][1,2,4]triazolo[4,3-b]pyridazine-3-carbonyl]-2,2-dimethylglycine ethyl ester was dissolved in 10 ml of ethanol; 3.2 ml of a 1 N aqueous solution of sodium hydroxide was added, followed by stirring at room temperature for 17 hours. After the ethanol was distilled off, 1 N hydrochloric acid was added to reach pH 4.5. The precipitated crystal was collected by filtration, washed with water and ethanol, and dried, to yield 610 mg of the title compound.

Workup

  1. distillationAfter the ethanol was distilled off
  2. addition1 N hydrochloric acid was added
  3. filtrationThe precipitated crystal was collected by filtration
  4. washwashed with water and ethanol
  5. customdried

Sources & evidence

ORD record
ord-6eea1875d9df4f698012ccfe21e70077
Source dataset
uspto-grants-2003_08
Patent number
US06610694B1

Reaction notes

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