Sodium Thiosulfate → HCID 23537711, compound

HRID 1792597Notes

Reaction equation

HRID 1792597 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([OH:56])[C:10]([NH:13][C:14](=[O:55])[C:15]2[CH:20]=[CH:19][C:18]([C:21]3[N:25]4[CH:26]=[C:27]([C:30]5[CH:31]=[N:32][N:33]([C:35]([C:48]6[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=6)([C:42]6[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=6)[C:36]6[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=6)[CH:34]=5)[CH:28]=[CH:29][C:24]4=[N:23][CH:22]=3)=[CH:17][C:16]=2[F:54])([CH3:12])[CH3:11])=[CH:5][CH:4]=1)[CH3:2].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C(=O)(O)[O-].[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9](=[O:56])[C:10]([NH:13][C:14](=[O:55])[C:15]2[CH:20]=[CH:19][C:18]([C:21]3[N:25]4[CH:26]=[C:27]([C:30]5[CH:31]=[N:32][N:33]([C:35]([C:36]6[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=6)([C:42]6[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=6)[C:48]6[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=6)[CH:34]=5)[CH:28]=[CH:29][C:24]4=[N:23][CH:22]=3)=[CH:17][C:16]=2[F:54])([CH3:12])[CH3:11])=[CH:7][CH:8]=1)[CH3:2]

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 159087TriacetoxyperiodinaneHCID 516892Sodium BicarbonateHCID 23537713HCID 23537713, compound

Product 1

HCID 23537711HCID 23537711, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

100 mg N1-[2-(4-ethylphenyl)-2-hydroxy-1,1-dimethylethyl]-2-fluoro-4-[6-(1-trityl-1H-4-pyrazolyl)-imidazo[1,2-a]pyridin-3-yl] benzamide obtained in Example 503 and 288 mg Dess-Martin reagent were stirred for 15 hours in dichloromethane. After an aqueous sodium bicarbonate solution and an aqueous sodium thiosulfate solution were added thereto, and the reaction solution was extracted with ethyl acetate and purified by NH silica gel chromatography, to give 92 mg of the title compound as colorless crystals.

Workup

  1. extractionthe reaction solution was extracted with ethyl acetate
  2. custompurified by NH silica gel chromatography

Sources & evidence

ORD record
ord-0145465591ca4909915c6a1438cbb013
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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