Potassium Carbonate → HCID 15239978, compound

HRID 1653637Notes

Reaction equation

HRID 1653637 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[C:13]([C:19]([O:21][CH3:22])=[O:20])=[N:14][C:15]([NH2:18])=[CH:16][CH:17]=2)[N:4]=1.[CH3:23][S:24](Cl)(=[O:26])=[O:25].C(=O)([O-])[O-].[K+].[K+]>CCC(C)=O>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([O:11][C:12]2[C:13]([C:19]([O:21][CH3:22])=[O:20])=[N:14][C:15]([NH:18][S:24]([CH3:23])(=[O:26])=[O:25])=[CH:16][CH:17]=2)[N:6]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31297Methanesulfonyl chlorideHCID 15239974Methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-aminopicolinate

Product 1

HCID 15239978HCID 15239978, compoundYield 19.7%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

3.1 g (10 mmol) of methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-aminopicolinate, 2.4 g (21 mmol) of methanesulfonyl chloride and 1.5 g (11 mmol) of potassium carbonate were added to 10 ml of MEK, and the mixture was stirred and refluxed for 12 hours. After completion of the reaction, the solvent was distilled off under reduced pressure. The residual oily product was purified by column chromatography and then crystallized from diisopropyl ether to obtain the desired product as a slightly yellow powder.

Workup

  1. temperaturerefluxed for 12 hours
  2. customAfter completion of the reaction
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe residual oily product was purified by column chromatography
  5. customcrystallized from diisopropyl ether

Sources & evidence

ORD record
ord-df6c13f02ddf4e278d0a90c07a4a3062
Source dataset
uspto-grants-1995_04
Patent number
US05403816

Reaction notes

Loading…