Sodium Hydroxide → HCID 86748447, compound

HRID 274137Notes

Reaction equation

HRID 274137 reaction equation
[OH-].[Na+:2].[CH2:3]([C:7]1[N:8]([CH2:17][C:18]2[CH:26]=[CH:25][C:24]3[C:20](=[C:21]([Br:38])[N:22]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[C:33]([O:35]CC)=[O:34])[N:23]=3)[CH:19]=2)[C:9]([C:13]([O:15]C)=[O:14])=[C:10]([Cl:12])[N:11]=1)[CH2:4][CH2:5][CH3:6]>C(O)C>[Br:38][C:21]1[N:22]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[C:33]([OH:35])=[O:34])[N:23]=[C:24]2[C:20]=1[CH:19]=[C:18]([CH2:17][N:8]1[C:9]([C:13]([O-:15])=[O:14])=[C:10]([Cl:12])[N:11]=[C:7]1[CH2:3][CH2:4][CH2:5][CH3:6])[CH:26]=[CH:25]2.[Na+:2].[Na+:2].[Br:38][C:21]1[N:22]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[C:33]([OH:35])=[O:34])[N:23]=[C:24]2[C:20]=1[CH:19]=[C:18]([CH2:17][N:8]1[C:9]([C:13]([O-:15])=[O:14])=[C:10]([Cl:12])[N:11]=[C:7]1[CH2:3][CH2:4][CH2:5][CH3:6])[CH:26]=[CH:25]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20094527HCID 20094527, compound

Product 1

HCID 86748447HCID 86748447, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethanol (5.5 ml) and 1N aqueous sodium hydroxide (1.38 ml) were added to methyl 2-butyl-4-chloro-1-[3-bromo-2-(2-ethoxycarbonylphenyl)-2H-indazol-5-yl]methyl-1H-imidazole-5-carboxylate (0.132 g, 0.230 mmol) as obtained in Example 8, and the mixture was stirred at room temperature for one day. The mixture was concentrated in an evaporator, and ion-exchanged water (5 ml) was added thereto, followed by stirring. Conc. hydrochloric acid was dropwise added thereto to adjust its pH to 5-6. The resultant solid was filtered off and washed three times with ion-exchanged water (2.5 ml). Two equivalent amounts of N/10 aqueous sodium hydroxide was added to dissolve the solid obtained by drying in vacuo at 37° C. for two days. Lyophilization of the solution afforded 0.104 g of disodium 1-[3-bromo-2-(2-carboxyphenyl)-2H-indazol-5-yl]methyl-2-butyl-4-chloro-1H-imidazole-5-carboxylate.

Workup

  1. customas obtained in Example 8
  2. concentrationThe mixture was concentrated in an evaporator, and ion-exchanged water (5 ml)
  3. additionwas added
  4. stirringby stirring
  5. additionConc. hydrochloric acid was dropwise added
  6. filtrationThe resultant solid was filtered off
  7. washwashed three times with ion-exchanged water (2.5 ml)
  8. additionwas added
  9. dissolutionto dissolve the solid
  10. customobtained
  11. customby drying in vacuo at 37° C. for two days

Sources & evidence

ORD record
ord-b8eb6c7391b942c5b54baecde202c5d5
Source dataset
uspto-grants-1995_02
Patent number
US05387684

Reaction notes

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