Morpholine → HCID 58531159, compound

HRID 1878585Notes

Reaction equation

HRID 1878585 reaction equation
[CH2:1]([O:8][C:9]1[CH:19]=[C:12]2[N:13]=[C:14]([Cl:18])[CH:15]=[C:16](Cl)[N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1>O1CCOCC1>[CH2:1]([O:8][C:9]1[CH:19]=[C:12]2[N:13]=[C:14]([Cl:18])[CH:15]=[C:16]([N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)[N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 58531131HCID 58531131, compound

Product 1

HCID 58531159HCID 58531159, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

There was dissolved, in 1,4-dioxane (3 mL), 2-benzyloxy-5,7-dichloro-pyrazolo-[1,5-a]-pyrimidine (167 mg, 0.568 mM), then morpholine (99.1 μL, 1.14 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, followed by the dilution of the residue with water and the subsequent extraction of the mixture 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 (188 mg, yield: 96%).

Workup

  1. distillationThe solvent was distilled off from this reaction mixture
  2. extractionthe subsequent extraction of the mixture with methylene chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off
  5. washthe resulting solid was washed with methanol

Sources & evidence

ORD record
ord-ae1103995dac49cba38de307bc7cbb83
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

Loading…