Potassium Iodide → HCID 66658097, compound

HRID 420610Notes

Reaction equation

HRID 420610 reaction equation
Cl.Cl.[CH2:3]([C@@H:7]1[CH2:12][NH:11][CH2:10][CH2:9][N:8]1[C:13]1[S:14][C:15]2[CH:21]=[C:20]([O:22][C:23]([F:26])([F:25])[F:24])[CH:19]=[CH:18][C:16]=2[N:17]=1)[CH2:4][CH2:5][CH3:6].[CH3:27][O:28][C:29](=[O:41])[CH2:30][O:31][C:32]1[CH:37]=[C:36]([CH3:38])[CH:35]=[C:34]([CH2:39]Cl)[CH:33]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>O.CN(C)C=O>[CH3:27][O:28][C:29](=[O:41])[CH2:30][O:31][C:32]1[CH:33]=[C:34]([CH3:39])[CH:35]=[C:36]([CH2:38][N:11]2[CH2:10][CH2:9][N:8]([C:13]3[S:14][C:15]4[CH:21]=[C:20]([O:22][C:23]([F:26])([F:24])[F:25])[CH:19]=[CH:18][C:16]=4[N:17]=3)[C@H:7]([CH2:3][CH2:4][CH2:5][CH3:6])[CH2:12]2)[CH:37]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 66657771HCID 66657771, compoundHCID 66657841HCID 66657841, compound

Product 1

HCID 66658097HCID 66658097, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-((R)-2-butylpiperazine-1-yl)-6-trifluoromethoxybenzothiazole dihydrochloride (170 mg), (3-chloromethyl-5-methylphenoxy)acetic acid methyl ester (108 mg), potassium carbonate (270 mg), potassium iodide (65 mg) and dimethylformamide (4 mL) was stirred at room temperature for 24 hours. To the reaction solution was added water and extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over magnesium sulphate. The solvent was evaporated under reduced pressure and the residue was purified by column chromatograph on silica gel to give the title compound (203 mg). Yield: 94%.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over magnesium sulphate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by column chromatograph on silica gel

Sources & evidence

ORD record
ord-025220cc47074f0bbb84fcf7ce161785
Source dataset
uspto-grants-2012_01
Patent number
US08097610B2

Reaction notes

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