Potassium Hydroxide → HCID 117778182, compound

HRID 1500503Notes

Reaction equation

HRID 1500503 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH2:11][NH:12][C:13]1[N:18]=[CH:17][C:16]([C:19]([O:21]C)=[O:20])=[C:15]([O:23][CH3:24])[CH:14]=1.[OH-].[K+]>O1CCCC1.CO>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH2:11][NH:12][C:13]1[N:18]=[CH:17][C:16]([C:19]([OH:21])=[O:20])=[C:15]([O:23][CH3:24])[CH:14]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 117778208HCID 117778208, compound

Product 1

HCID 117778182HCID 117778182, compoundYield 80.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Methyl 6-[(2,4-dimethoxyphenyl)methylamino]-4-methoxypyridine-3-carboxylate (1.16 g) was dissolved in a mixed solvent of tetrahydrofuran (10 mL) and methanol (10 mL). An aqueous potassium hydroxide solution (1 M, 7 mL) was added to the solution at room temperature. The reaction solution was stirred for 15 hours, and the organic solvent was then distilled off under reduced pressure. The obtained residue was diluted with water, and hydrochloric acid (1 M, 7.5 mL) was then added thereto. The resulting suspension was filtered, and the product collected by filtration was washed with water and dried under reduced pressure to obtain the title compound (0.890 g).

Workup

  1. distillationthe organic solvent was then distilled off under reduced pressure
  2. additionThe obtained residue was diluted with water, and hydrochloric acid (1 M, 7.5 mL)
  3. additionwas then added
  4. filtrationThe resulting suspension was filtered
  5. filtrationthe product collected by filtration
  6. washwas washed with water
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-da2c86177f464db796bde857434598c2
Source dataset
uspto-grants-2015_12
Patent number
US09206168B2

Reaction notes

Loading…