Water → HCID 20088899, compound

HRID 274877Notes

Reaction equation

HRID 274877 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:21]([O-:23])=[O:22])=[N:14][C:15]([N:18]([CH3:20])[CH3:19])=[CH:16][CH:17]=2)[N:4]=1.[K+].[CH2:25]([O:27][C:28]([O:30][CH:31](Cl)[CH3:32])=[O:29])[CH3:26].O>CN(C)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:21]([O:23][CH:25]([O:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH3:26])=[O:22])=[N:14][C:15]([N:18]([CH3:19])[CH3:20])=[CH:16][CH:17]=2)[N:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 162095Carbonic acid, 1-chloroethyl ethyl esterHCID 23710069Potassium 3-(4,6-dimethoxypyrimidin-2-yl)oxy-6-dimethylaminopicolinate

Product 1

HCID 20088899HCID 20088899, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.0 g (5.6 mmol) of potassium 3-(4,6-dimethoxypyrimidin-2-yl)oxy-6-dimethylaminopicolinate and 0.8 g (5.7 mmol) of 1-(ethoxycarbonyloxy) ethylchloride were suspended in 5 ml of dimethylformamide, and were stirred at room temperature for 6 hours. The reaction mixture was poured into water, and was extracted with ethyl acetate twice. The organic layer was then washed with water and dried, and the solvent was distilled off to obtain a viscous product which was then column-purified to obtain an aimed compound.

Workup

  1. extractionwas extracted with ethyl acetate twice
  2. washThe organic layer was then washed with water
  3. customdried
  4. distillationthe solvent was distilled off
  5. customto obtain a viscous product which
  6. customwas then column-purified

Sources & evidence

ORD record
ord-4e6006c90f2948af92b946712e3570a3
Source dataset
uspto-grants-1995_02
Patent number
US05391537

Reaction notes

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