1,4-Dioxane → HCID 178424557, compound

HRID 1514413Notes

Reaction equation

HRID 1514413 reaction equation
CS([C:5]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[N:12]=2)[CH:8]=[CH:7][N:6]=1)(=O)=O.[O:18]1CCOCC1>>[CH3:17][C:13]1[N:12]=[C:11]([C:9]2[CH:8]=[CH:7][NH:6][C:5](=[O:18])[N:10]=2)[CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 312751,4-DioxaneHCID 592427942-Methanesulfonyl-4-(6-methyl-pyridin-2-yl)-pyrimidine

Product 1

HCID 178424557HCID 178424557, compoundYield 85%

Procedure

2-Methanesulfonyl-4-(6-methyl-pyridin-2-yl)-pyrimidine (625 mg, 2.51 mmol) was dissolved in dioxane (20 ml) and then 2N NaOHaq (12.5 ml, 25 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 redissolved in DCM-MeOH—NH4OH (95-5-0.5) and evaporated. The crude was purified by Flash chromatography with DCM-MeOH (9-1) to give 400 mg of the title compound. (85% yield).

Workup

  1. addition2N NaOHaq (12.5 ml, 25 mmol) was added
  2. customThe mixture was evaporated
  3. dissolutionthe residue redissolved in DCM-MeOH—NH4OH (95-5-0.5)
  4. customevaporated
  5. customThe crude was purified by Flash chromatography with DCM-MeOH (9-1)

Sources & evidence

ORD record
ord-38c55e5d163a4c44862aea64fb801f19
Source dataset
uspto-grants-2012_07
Patent number
US08222266B2

Reaction notes

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