Potassium Carbonate → HCID 19095781, compound

HRID 486639Notes

Reaction equation

HRID 486639 reaction equation
C([O:4][CH2:5][CH2:6][O:7][C:8]1[C:13]([CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:12]([NH:22][S:23]([C:26]2[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][CH:27]=2)(=[O:25])=[O:24])[N:11]=[CH:10][N:9]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[OH:4][CH2:5][CH2:6][O:7][C:8]1[N:9]=[CH:10][N:11]=[C:12]([NH:22][S:23]([C:26]2[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][CH:27]=2)(=[O:24])=[O:25])[C:13]=1[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 53697401HCID 53697401, compound

Product 1

HCID 19095781HCID 19095781, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

80 mg of 2-[(5-phenethyl-6-p-toluenesulphonamido-4-pyrimidinyl)oxy]ethyl acetate in 5 ml of methanol were stirred with 53 mg of finely powdered potassium carbonate at 20° C. for 15 hours. Thereafter, the methanol was removed under reduced pressure, the residue was taken up in ethyl acetate, the organic phase was washed with water and saturated sodium chloride solution, dried and evaporated. The residue was chromatographed over silica gel with methylene chloride/ethyl acetate(1:1) and ethyl acetate. There were obtained 40 mg of N-[6-(2-hydroxyethoxy)-5-phenethyl-4-pyrimidinyl]-p-toluenesulfonamide as a white resin.

Workup

  1. customThereafter, the methanol was removed under reduced pressure
  2. washthe organic phase was washed with water and saturated sodium chloride solution
  3. customdried
  4. customevaporated
  5. customThe residue was chromatographed over silica gel with methylene chloride/ethyl acetate(1:1) and ethyl acetate

Sources & evidence

ORD record
ord-27623e52e20c4305b15d05845116c22b
Source dataset
uspto-grants-1994_03
Patent number
US05292740

Reaction notes

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