Thiazolidine → HCID 86659720, compound

HRID 1878553Notes

Reaction equation

HRID 1878553 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][CH:15]=[CH:14][CH:13]=3)[CH:11]=[C:4]2[N:3]=1.[S:18]1[CH2:22][CH2:21][NH:20][CH2:19]1>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N:20]2[CH2:21][CH2:22][S:18][CH2:19]2)[N:5]2[N:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:11]=[C:4]2[N:3]=1

Participants

4

Reactant 2

HCID 10444ThiazolidineHCID 49761343HCID 49761343, compound

Product 1

HCID 86659720HCID 86659720, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

There was dissolved, in 1,4-dioxane (2 mL), 5,7-dichloro-2-phenyl-pyrazolo-[1,5-a]pyrimidine (51.4 mg, 0.195 mM), then thiazolidine (30.7 μL, 0.390 mM) was added to the solution and then 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 ethyl acetate. 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 (48.5 mg, yield: 78%).

Workup

  1. distillationThe solvent was distilled off from this reaction mixture
  2. additionthe resulting residue was diluted with water
  3. extractionextracted with ethyl acetate
  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-6c73467d72b04dd38669dfa6275fc889
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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