Sodium Hydroxide → HCID 178518415, compound

HRID 2202907Notes

Reaction equation

HRID 2202907 reaction equation
Cl[C:2]1[N:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[CH:5]=[CH:4][N:3]=1.[OH-:17].[Na+]>O1CCOCC1.O>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][O:8][C:6]2[CH:5]=[CH:4][NH:3][C:2](=[O:17])[N:7]=2)=[CH:11][CH:12]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 65124811HCID 65124811, compound

Product 1

HCID 178518415HCID 178518415, compoundYield 5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

To a stirred solution of 2-chloro-4-((4-chlorobenzyl)oxy)pyrimidine (2.8 g) in dioxane and water (1:4, 30 ml) was added NaOH (440 mg), and the mixture was heated at reflux for 3 h. The reaction mixture was then cooled to 0° C. and the product was precipitated out from the reaction medium. The precipitate was collected by filtration, washed with cold water, and dried under vacuum to give the title compound (130 mg) as an off-white solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 3 h
  3. customthe product was precipitated out from the reaction medium
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with cold water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-7bbb5426e2ba4710ae425450313b107b
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

Loading…