Morpholine → HCID 58531082, compound

HRID 1878519Notes

Reaction equation

HRID 1878519 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][C:15]([CH3:18])=[CH:14][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.O>[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][C:15]([CH3:18])=[CH:14][CH:13]=3)[CH:11]=[C:4]2[N:3]=1

Participants

5

Reactant 2

HCID 8083MorpholineHCID 497615355,7-Dichloro-2-(4-methylphenyl)pyrazolo[1,5-a]pyrimidine

Product 1

HCID 58531082HCID 58531082, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

There was dissolved, in 1,4-dioxane (5 mL), 5,7-dichloro-2-(4-methylphenyl)-pyrazolo[1,5-a]pyrimidine (259 mg, 0.930 mM), morpholine (162 μL, 1.86 mM) was added to the resulting solution and then the mixture was stirred at room temperature for 15 minutes. The solvent was distilled off from the reaction mixture, the residue thus obtained 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 give the title compound (274 mg, yield: 90%).

Workup

  1. distillationThe solvent was distilled off from the reaction mixture
  2. customthe residue thus obtained
  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-c4e0e57927e34a54963181f12d22fccf
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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