1,4-Dioxane → HCID 178432715, compound

HRID 1514442Notes

Reaction equation

HRID 1514442 reaction equation
[CH3:1][C:2]1[S:3][C:4]([C:8]2[CH:13]=[CH:12][N:11]=[C:10](S(C)(=O)=O)[N:9]=2)=[C:5]([CH3:7])[N:6]=1.[O:18]1CCOCC1>>[CH3:1][C:2]1[S:3][C:4]([C:8]2[CH:13]=[CH:12][NH:11][C:10](=[O:18])[N:9]=2)=[C:5]([CH3:7])[N:6]=1

Participants

3

Reactant 2

HCID 312751,4-DioxaneHCID 58742216HCID 58742216, compound

Product 1

HCID 178432715HCID 178432715, compoundYield 75%

Procedure

4-(2,4-dimethyl-thiazol-5-yl)-2-methanesulfonyl-pyrimidine (288 mg, 1.07 mmol) was dissolved in dioxane (13 ml) and then 2N NaOHaq (6 ml, 12 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 purified by flash chromatography with DCM-MeOH (9-1) to give 166 mg of the title compound. (75% yield).

Workup

  1. addition2N NaOHaq (6 ml, 12 mmol) was added
  2. customThe mixture was evaporated
  3. customthe residue was purified by flash chromatography with DCM-MeOH (9-1)

Sources & evidence

ORD record
ord-f04966f02b6148c6b164dce2ca69c469
Source dataset
uspto-grants-2012_07
Patent number
US08222266B2

Reaction notes

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