Morpholine → HCID 86659716, compound

HRID 1878549Notes

Reaction equation

HRID 1878549 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]2[N:9]=[C:10]([C:12]3[O: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[O:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[C:4]2[N:3]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 86659717HCID 86659717, compound

Product 1

HCID 86659716HCID 86659716, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

There was dissolved, in 1,4-dioxane (4 mL), 5,7-dichloro-2-furan-2-yl-pyrazolo[1,5-a]pyrimidine (167 mg, 0.657 mM), then morpholine (115 μL, 1.31 mM) was added to the solution and the mixture was stirred at room temperature for one hour. The solvent was distilled off from this reaction mixture, the resulting residue was diluted with water and then extracted with methylene chloride. The extract 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 (186 mg, yield: 93%).

Workup

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

Sources & evidence

ORD record
ord-3bfb95ee11e1492e99b6be224935780b
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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