1,4-Dioxane → HCID 178517515, compound

HRID 1514438Notes

Reaction equation

HRID 1514438 reaction equation
CS([C:5]1[N:10]=[C:9]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[CH:8]=[CH:7][N:6]=1)(=O)=O.[O:17]1CCOCC1>>[N:13]1[CH:14]=[CH:15][CH:16]=[C:11]([C:9]2[CH:8]=[CH:7][NH:6][C:5](=[O:17])[N:10]=2)[CH:12]=1

Participants

3

Reactant 2

HCID 312751,4-DioxaneHCID 469098552-(Methylsulfonyl)-4-(pyridin-3-yl)pyrimidine

Product 1

HCID 178517515HCID 178517515, compoundYield 80%

Procedure

2-Methanesulfonyl-4-pyridin-3-yl-pyrimidine (846 mg, 3.58 mmol) was dissolved in dioxane (36 ml) and then 2N NaOHaq (18 ml, 36 mmol) was added. After stirring at room temperature for 1 hour, the solution was acidified with 37% HClaq. The mixture was evaporated and the residue was re-dissolved in DCM-MeOH—NH4OH (90-10-1) and evaporated. The residue was purified by flash chromatography with DCM-MeOH (9-1) to give 500 mg of the title compound. (80% yield).

Workup

  1. addition2N NaOHaq (18 ml, 36 mmol) was added
  2. customThe mixture was evaporated
  3. dissolutionthe residue was re-dissolved in DCM-MeOH—NH4OH (90-10-1)
  4. customevaporated
  5. customThe residue was purified by flash chromatography with DCM-MeOH (9-1)

Sources & evidence

ORD record
ord-132142b23dd84d96b05dc53a436f6882
Source dataset
uspto-grants-2012_07
Patent number
US08222266B2

Reaction notes

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