Morpholine → HCID 86659725, compound

HRID 1878567Notes

Reaction equation

HRID 1878567 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]2[N:9]=[C:10]([CH3:12])[CH:11]=[C:4]2[N:3]=1.[NH:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[N:5]2[N:9]=[C:10]([CH3:12])[CH:11]=[C:4]2[N:3]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 497615345,7-Dichloro-2-methylpyrazolo[1,5-a]pyrimidine

Product 1

HCID 86659725HCID 86659725, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

There was dissolved, in 1,4-dioxane (20 mL), 5,7-dichloro-2-methyl-pyrazolo-[1,5-a]pyrimidine (1.00 g, 4.95 mM), then morpholine (863 μL, 9.90 mM) was added to the solution and the mixture was stirred at room temperature for one hour. The solvent was then distilled off from this reaction mixture, the resulting residue was diluted with water and the mixture was 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 methanol to thus give the title compound (927 mg, yield: 74%).

Workup

  1. distillationThe solvent was then distilled off from this reaction mixture
  2. additionthe resulting residue was diluted with water
  3. extractionthe mixture was extracted with methylene chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off
  6. washthe resulting solid was washed with methanol

Sources & evidence

ORD record
ord-a39b1f5f4140499a950ca3e8833e43be
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

Loading…