Sodium Hydroxide → HCID 21187525, compound

HRID 1383856Notes

Reaction equation

HRID 1383856 reaction equation
Cl[C:2]1[C:3]([CH:17]2[CH2:20][CH2:19][CH2:18]2)=[CH:4][C:5]2[N:6]([C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[N:9][N:10]=2)[N:7]=1.[OH-].[Na+].[O:23]1CCOCC1>O>[CH:17]1([C:3]2[C:2](=[O:23])[NH:7][N:6]3[C:8]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)=[N:9][N:10]=[C:5]3[CH:4]=2)[CH2:20][CH2:19][CH2:18]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 110005936-Chloro-7-cyclobutyl-3-phenyl-1,2,4-triazolo[4,3-b]pyridazine

Product 1

HCID 21187525HCID 21187525, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6-Chloro-7-cyclobutyl-3-phenyl-1,2,4-triazolo[4,3-b]pyridazine (2.0 g, 7.0 mmol), 2 N NaOH (50 ml) and 1,4-dioxane (10 ml) were heated at reflux for 16 hours. Cooled and water (150 ml) added. Precipitate filtered, suspended in H2O, acidified (2 N HCl), filtered and dried to give a white solid. 1H NMR (250 MHz, CDCl3) δ1.89-2.02 (1 H, m), 2.08-2.25 (3 H, m), 2.36-2.48 (1 H, m), 3.56-3.70 (1 H, m), 7.48-7.60 (3 H, m), 7.88 (1 H, s), 8.38 (1 H, m). Mass spec ES+ (M+1)=267.

Workup

  1. temperatureat reflux for 16 hours
  2. temperatureCooled
  3. filtrationPrecipitate filtered
  4. filtrationfiltered
  5. customdried
  6. customto give a white solid

Sources & evidence

ORD record
ord-9a83de383da84318a368bcb502ed4687
Source dataset
uspto-grants-2001_07
Patent number
US06255305B1

Reaction notes

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