Morpholine → HCID 58531107, compound

HRID 1878529Notes

Reaction equation

HRID 1878529 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]=[C:14]([Cl:18])[CH:13]=3)[CH:11]=[C:4]2[N:3]=1.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[N:5]2[N:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=3)[CH:11]=[C:4]2[N:3]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 49761331HCID 49761331, compound

Product 1

HCID 58531107HCID 58531107, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

There was dissolved, in 1,4-dioxane (5 mL), 5,7-dichloro-2-(3-chlorophenyl)-pyrazolo[1,5-a]pyrimidine (200 mg, 0.670 mM), then morpholine (117 μL, 1.34 mM) was added to the solution and the mixture was stirred at room temperature for 30 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 together and dried over anhydrous sodium sulfate, then the solvent was distilled off and the resulting solid was washed with methanol to give the title compound (222 mg, yield: 94%).

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-8115bb28395d42459675892bfa05fb58
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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