Hydrogen Peroxide → HCID 24855099, compound

HRID 1689938Notes

Reaction equation

HRID 1689938 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([C:23]#[N:24])[CH:18]=3)[C:11]3[S:16][CH:15]=[CH:14][C:12]=3[N:13]=2)[CH:5]=[CH:6][CH:7]=1.[OH-:25].[Na+].OO>CO>[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([C:23]([NH2:24])=[O:25])[CH:18]=3)[C:11]3[S:16][CH:15]=[CH:14][C:12]=3[N:13]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 24855098HCID 24855098, compound

Product 1

HCID 24855099HCID 24855099, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-[2-(3-hydroxy-phenyl)-thieno[3,2-d]pyrimidin-4-yl]-pyridine-2-carbonitrile, (48 mg), sodium hydroxide (1M, 0.3 mL) and aqueous hydrogen peroxide (30%, 0.1 mL) was stirred in methanol (3 mL) at room temperature. After stirring overnight, the reaction mixture was concentrated in vacuo, neutralised with HCl (2M), and diluted with water, yielding a precipitate. This was collected by filtration and purified using flash chromatography to yield the title compound (29 mg).

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. additiondiluted with water
  3. customyielding a precipitate
  4. filtrationThis was collected by filtration
  5. custompurified

Sources & evidence

ORD record
ord-3a147e47f2e24b57964407f9036fdc47
Source dataset
uspto-grants-2012_04
Patent number
US08153639B2

Reaction notes

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