Sodium Sulfite → HCID 68685769, compound

HRID 2238632Notes

Reaction equation

HRID 2238632 reaction equation
CS[C:3]1[N:8]=[C:7]([C:9]2[N:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]3=[N:11][CH:10]=2)[CH:6]=[CH:5][N:4]=1.Cl[C:19]1C=CC=C(C(OO)=O)C=1.[S:29]([O-:32])([O-])=[O:30].[Na+].[Na+]>C(Cl)(Cl)Cl>[CH3:19][S:29]([C:3]1[N:8]=[C:7]([C:9]2[N:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]3=[N:11][CH:10]=2)[CH:6]=[CH:5][N:4]=1)(=[O:32])=[O:30]

Participants

5

Reactant 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 20751408HCID 20751408, compound

Product 1

HCID 68685769HCID 68685769, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

150 mg of 3-[2-methylthio-4-pyrimidinyl]imidazo[1,2-a]pyridine [1-3] was dissolved in 3 mL of chloroform and 169 mg of m-chloroperbenzoic acid was added under an ice-cold condition, and stirred for 30 minutes at the same temperature. The resultant solution was added with a saturated aqueous solution of sodium sulfite and a saturated aqueous solution of sodium hydrogen carbonate, and then was extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and then the insolubles were filtered, and the filtrate was concentrated. The obtained residue was purified by silica gel column chromatography, and 160 mg of 3-[2-methylsulfonyl-4-pyrimidinyl]imidazo[1,2-a]pyridine [1-4] was obtained as a colorless amorphous substance.

Workup

  1. extractiona saturated aqueous solution of sodium hydrogen carbonate, and then was extracted with chloroform
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationthe insolubles were filtered
  4. concentrationthe filtrate was concentrated
  5. customThe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-8e330c2fae8f44e3ab4e58a46e6fdb19
Source dataset
uspto-grants-2010_05
Patent number
US07718801B2

Reaction notes

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