Hydrochloric Acid → HCID 22629249, compound

HRID 965362Notes

Reaction equation

HRID 965362 reaction equation
C1CO[C:3]2([CH2:8][CH2:7][CH:6]([N:9]3[C:14](=[O:15])[CH:13]=[CH:12][C:11]([C:16]4[C:17]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=5)=[N:18][N:19]5[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=45)=[N:10]3)[CH2:5][CH2:4]2)[O:2]1.Cl.O1CCOCC1>O>[O:2]=[C:3]1[CH2:8][CH2:7][CH:6]([N:9]2[C:14](=[O:15])[CH:13]=[CH:12][C:11]([C:16]3[C:17]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)=[N:18][N:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=34)=[N:10]2)[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 22629247HCID 22629247, compound

Product 1

HCID 22629249HCID 22629249, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-[2-(4,4-ethylenedioxycyclohexyl)-3-oxo-2,3-dihydropyridazin-6-yl]-2-phenylpyrazolo[1,5-a]-pyridine (0.68 g), 1N hydrochloric acid (5 ml), and dioxane (10 ml) was stirred at room temperature for 1 hour and heated at 50° C. for 2 hours. The reaction mixture was poured into 50 ml of water and the mixture was extracted with ethyl acetate (20 ml×2). The combined extracts were sequencially washed with saturated aqueous sodium bicarbonate (30 ml) and brine (30 ml), dried over anhydrous sodium sulfate. Evaporation of the solvent gave yellow crystals of 3-[2-(4-oxocyclohexyl)-3-oxo-2,3-dihydropyridazin-6-yl]-2-phenylpyrazolo[1,5-a]pyridine (610 mg).

Workup

  1. temperatureheated at 50° C. for 2 hours
  2. extractionthe mixture was extracted with ethyl acetate (20 ml×2)
  3. washThe combined extracts were sequencially washed with saturated aqueous sodium bicarbonate (30 ml) and brine (30 ml)
  4. dry with materialdried over anhydrous sodium sulfate
  5. customEvaporation of the solvent

Sources & evidence

ORD record
ord-9889f08575494e148b6a9fdd044ea348
Source dataset
uspto-grants-1998_06
Patent number
US05773530

Reaction notes

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