Potassium Carbonate → HCID 14425828, compound

HRID 357487Notes

Reaction equation

HRID 357487 reaction equation
Cl[C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([O:10][CH3:11])[N:3]=1.[OH:12][C:13]1[C:14]([C:19]([O:21][CH3:22])=[O:20])=[N:15][CH:16]=[CH:17][CH:18]=1.CS([O-])=O.[Na+].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:11][O:10][C:4]1[CH:5]=[C:6]([O:8][CH3:9])[N:7]=[C:2]([O:12][C:13]2[C:14]([C:19]([O:21][CH3:22])=[O:20])=[N:15][CH:16]=[CH:17][CH:18]=2)[N:3]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 819341Methyl 3-Hydroxy-2-pyridinecarboxylateHCID 2733271Sodium methanesulfinateHCID 51523232-Chloro-4,6-dimethoxypyrimidine

Product 1

HCID 14425828HCID 14425828, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.75 g (10 mmol) of 2-chloro-4,6-dimethoxypyrimidine, 1.53 g (10 mmol) of methyl 3-hydroxy-2-pyridinecarboxylate and 0.104 g (1.0 mmol) of sodium methanesulfinate were heated in the presence of 2.17 g (15 mmol) of potassium carbonate in 6 ml of N,N-dimethylformamide to 100° C. with stirring. After 5 hours, the solvent was removed in a rotary evaporator at 60° C./20 mbar. The residue was purified by chromatography on a silica gel column (eluent hexane/ethyl acetate 4:1). The title product was obtained from the product fraction in the form of a yellowish oil in a yield of 1.94 g (61 percent of theory) (GC content 92.3 percent). Other data concerning the title compound was:

Workup

  1. customthe solvent was removed in a rotary evaporator at 60° C./20 mbar
  2. customThe residue was purified by chromatography on a silica gel column (eluent hexane/ethyl acetate 4:1)

Sources & evidence

ORD record
ord-c5d13e47985442bfa9ea8a1ebe29fc83
Source dataset
uspto-grants-1998_11
Patent number
US05840892

Reaction notes

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