Potassium Carbonate → HCID 131724880, compound

HRID 2181570Notes

Reaction equation

HRID 2181570 reaction equation
[ClH:1].[OH:2][NH:3][C:4]([C:6]1([S:15]([C:18]2[CH:23]=[CH:22][C:21]([S:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH2:11][CH2:10][N:9](CC#C)[CH2:8][CH2:7]1)=[O:5].C(=O)([O-])[O-].[K+].[K+].[F:37]C1C=CC(S)=CC=1>CN(C=O)C.C(OCC)(=O)C>[ClH:1].[F:37][C:28]1[CH:29]=[CH:30][C:25]([S:24][C:21]2[CH:22]=[CH:23][C:18]([S:15]([C:6]3([C:4]([NH:3][OH:2])=[O:5])[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]3)(=[O:17])=[O:16])=[CH:19][CH:20]=2)=[CH:26][CH:27]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 677894-FluorothiophenolHCID 9890734HCID 9890734, compound

Product 1

HCID 131724880HCID 131724880, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

Part A: To a solution of the sulfone of Example 9, part D (6.0 g, 14.4 mmol) in DMF (30 mL) were added potassium carbonate (2.39 mg, 17.3 mmol) and 4-fluorothiophenol (3.0 mL, 28.1 mmol), and the solution was stirred at ambient temperature for 18 hours. The solution was diluted with ethyl acetate and washed with 1N NaOH and saturated NaCl, and then dried over magnesium sulfate. Chromatography (on silica, ethyl acetate/hexane) provided the sulfide as a solid (6.6 g, 87%).

Workup

  1. washwashed with 1N NaOH and saturated NaCl
  2. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-15b0d140ab2b4231a5d25d04b779149d
Source dataset
uspto-grants-2005_05
Patent number
US06890937B2

Reaction notes

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