Pyridine → HCID 14648786, compound

HRID 1073467Notes

Reaction equation

HRID 1073467 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:18]([OH:20])=[O:19])=[N:14][CH:15]=[CH:16][CH:17]=2)[N:4]=1.[CH3:21][C:22](=[N:24]O)[CH3:23].N1C=CC=CC=1.ClOP(=O)(OCl)N(C)C>CN(C)C=O.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:18]([O:20][N:24]=[C:22]([CH3:23])[CH3:21])=[O:19])=[N:14][CH:15]=[CH:16][CH:17]=2)[N:6]=1

Participants

7

Reactant 4

HCID 1049PyridineHCID 67180Acetone, oximeHCID 2761114HCID 2761114, compoundHCID 57187603HCID 57187603, compound

Product 1

HCID 14648786HCID 14648786, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

3.0 g of 3-(4,6-dimethoxypyrimidin-2-yl)oxypicolinic acid, 3.96 g of acetoxime and 1.71 g of pyridine were dissolved in 20 ml of N,N-dimethylformamide, and then, 3.51 g of dichloro-N,N-dimethylphosphoric acid amide was dropwise added thereto at 0° C. After the dropwise addition, the mixture was stirred at room temperature for 3 hours to complete the reaction. The reaction solution was poured into water. Precipitated crystals were separated by filtration, then washed with water and dried to obtain 2.20 g of the above identified compound as white crystals.

Workup

  1. customat 0° C
  2. additionAfter the dropwise addition
  3. customthe reaction
  4. customPrecipitated crystals
  5. customwere separated by filtration
  6. washwashed with water
  7. customdried
  8. customto obtain 2.20 g of the

Sources & evidence

ORD record
ord-db6ee62b6f264d358dc629b05de90fdf
Source dataset
uspto-grants-1990_11
Patent number
US04969949

Reaction notes

Loading…