Potassium Carbonate → HCID 86659718, compound

HRID 1878552Notes

Reaction equation

HRID 1878552 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]2[N:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:11]=[C:4]2[N:3]=1.Cl.[OH:19][CH:20]1[CH2:23][NH:22][CH2:21]1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N:22]2[CH2:23][CH:20]([OH:19])[CH2:21]2)[N:5]2[N:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:11]=[C:4]2[N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27592903-Hydroxyazetidine hydrochlorideHCID 49761343HCID 49761343, compound

Product 1

HCID 86659718HCID 86659718, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

There was dissolved, in 1,4-dioxane (2 mL), 5,7-dichloro-2-phenyl-pyrazolo-[1,5-a]pyrimidine (64.5 mg, 0.244 mM), then 3-hydroxy-azetidine hydrochloride (29.4 mg, 0.268 mM) and potassium carbonate (74.2 mg, 0.537 mM) were added to the solution and the mixture was stirred at room temperature for 3 hours. The solvent was removed from this reaction mixture through distillation, the resulting residue was diluted with water and then extracted with methylene chloride. The resulting extracts were combined, dried over anhydrous sodium sulfate, the solvent was distilled off and the resulting solid was washed with diethyl ether to thus give the title compound (42.4 mg, yield: 58%).

Workup

  1. customThe solvent was removed from this reaction mixture through distillation
  2. additionthe resulting residue was diluted with water
  3. extractionextracted with methylene chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off
  6. washthe resulting solid was washed with diethyl ether

Sources & evidence

ORD record
ord-3f5e69dc631d419f9bb7b896f209f585
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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