Hydrochloric Acid → HCID 13849930, compound

HRID 1906764Notes

Reaction equation

HRID 1906764 reaction equation
[C:1]1([N:7]2[C:22]([OH:23])=[C:10]3[N:11]=[CH:12][N:13]=[C:14]([S:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:9]3=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37].Cl>CN(C=O)C>[C:1]1([N:7]2[C:22]([O:23][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[C:10]3[N:11]=[CH:12][N:13]=[C:14]([S:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:9]3=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 123691-BromoheptaneHCID 178473167HCID 178473167, compound

Product 1

HCID 13849930HCID 13849930, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1 g of 2-phenyl-3-hydroxy-7-ethoxycarbonylmethylthio-pyrazolo[4,3-d]pyrimidine was dissolved in 10 ml of DMF, and 0.5 g of anhydrous potassium carbonate and 0.65 g of bromoheptane were added thereto. The mixture was stirred at room temperature for 48 hours. Then, after confirming the completion of the reaction by means of TLC, an aqueous hydrochloric acid solution was added. The reaction mixture was extracted with chloroform. The chloroform layer was washed with an aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate, and then chloroform was distilled off. The residue was purified by silica gel chromatography (60% chloroform-hexane), whereby the desired product was obtained.

Workup

  1. customthe completion of the reaction by means of TLC
  2. extractionThe reaction mixture was extracted with chloroform
  3. washThe chloroform layer was washed with an aqueous sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationchloroform was distilled off
  6. customThe residue was purified by silica gel chromatography (60% chloroform-hexane), whereby the desired product
  7. customwas obtained

Sources & evidence

ORD record
ord-602d1df385e3428ab3309454ed486115
Source dataset
uspto-grants-1987_03
Patent number
US04654348

Reaction notes

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