Water → HCID 22031490, compound

HRID 1792427Notes

Reaction equation

HRID 1792427 reaction equation
[I:1][C:2]1[N:6]2[CH:7]=[C:8]([C:11]3[C:12]([C:35]4[CH:40]=[CH:39][C:38]([S:41][CH3:42])=[CH:37][CH:36]=4)=[N:13][N:14]([C:16]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[CH:15]=3)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1.[OH:43]OS([O-])=O.[K+].[OH2:49]>O1CCCC1.CO>[I:1][C:2]1[N:6]2[CH:7]=[C:8]([C:11]3[C:12]([C:35]4[CH:36]=[CH:37][C:38]([S:41]([CH3:42])(=[O:43])=[O:49])=[CH:39][CH:40]=4)=[N:13][N:14]([C:16]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH:15]=3)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1

Participants

6

Reactant 3

HCID 962WaterHCID 22031268HCID 22031268, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 22031490HCID 22031490, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1.7 g 3-iodo-6-{3-[4-(methylsulfanyl)phenyl]-1-trityl-1H-4-pyrazolyl}imidazo[1,2-a]pyridine obtained in Example 42 was dissolved in a solvent mixture of 30 mL tetrahydrofuran and 30 mL methanol, and then 20 mL aqueous solution of 3.1 g oxone was added in divided portions thereto. The mixture was stirred at room temperature for 2 hours, then water was added thereto, and the reaction solution was extracted with ethyl acetate and dried over magnesium sulfate. The product was purified by NH silica gel (hexane/ethyl acetate) to give 1.67 g of the title compound as a colorless amorphous.

Workup

  1. extractionthe reaction solution was extracted with ethyl acetate
  2. dry with materialdried over magnesium sulfate
  3. customThe product was purified by NH silica gel (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-0e4d0ba3a8134211880ae0d64a80913e
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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