Morpholine → HCID 58531038, compound

HRID 1878541Notes

Reaction equation

HRID 1878541 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]2[N:9]=[C:10]([C:12]3[S:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[C:4]2[N:3]=1.[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[N:5]2[N:9]=[C:10]([C:12]3[S:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[C:4]2[N:3]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 58531052HCID 58531052, compound

Product 1

HCID 58531038HCID 58531038, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

There was dissolved, in 1,4-dioxane (4 mL), 5,7-dichloro-2-thiophen-2-yl-pyrazolo[1,5-a]pyrimidine (184 mg, 0.679 mM), then morpholine (118 μL, 1.36 mM) was added to the solution and the mixture was stirred at room temperature for 2 hours. The solvent was distilled off from the reaction mixture, the 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 then distilled off and the resulting solid was washed with methanol to thus give the title compound (114 mg, yield: 52%).

Workup

  1. distillationThe solvent was distilled off from the reaction mixture
  2. additionthe 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 then distilled off
  7. washthe resulting solid was washed with methanol

Sources & evidence

ORD record
ord-ca46f773741d487ebb4a7477c4d32346
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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