Morpholine → 5-Chloro-7-(4-morpholinyl)-2-phenylpyrazolo[1,5-a]pyrimidine

HRID 1878517Notes

Reaction equation

HRID 1878517 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.[NH:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]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

4

Reactant 2

HCID 8083MorpholineHCID 49761343HCID 49761343, compound

Product 1

HCID 585311415-Chloro-7-(4-morpholinyl)-2-phenylpyrazolo[1,5-a]pyrimidineYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

There was dissolved, in 1,4-dioxane (4 mL), 5,7-dichloro-2-phenyl-pyrazolo-[1,5-a]pyrimidine (168 mg, 0.637 mM), morpholine (111 μL, 1.27 mM) was added to the resulting solution and the mixture was stirred at room temperature for 15 minutes. The solvent was distilled off from the reaction mixture, the resulting residue was diluted with water and then extracted with methylene chloride. The extracts thus obtained were combined, dried over anhydrous sodium sulfate, the solvent was distilled off, and the resulting solid was washed with methanol to thus obtain the title compound (200 mg, yield: 100%).

Workup

  1. distillationThe solvent was distilled off from the reaction mixture
  2. additionthe resulting residue was diluted with water
  3. extractionextracted with methylene chloride
  4. customThe extracts thus obtained
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off
  7. washthe resulting solid was washed with methanol

Sources & evidence

ORD record
ord-0a3df806d038465d8e597aff7cf0abe2
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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