Hydrochloric Acid → HCID 178481605, compound

HRID 1468753Notes

Reaction equation

HRID 1468753 reaction equation
Cl[C:2]1[N:3]([CH3:15])[C:4](=[O:14])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][N:9]=2)[N:7]=1.[OH-:16].[Na+].Cl>O1CCOCC1>[OH:16][C:2]1[N:3]([CH3:15])[C:4](=[O:14])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][N:9]=2)[N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 179544602-Chloro-3-methyl-6-(pyrimidin-4-YL)pyrimidin-4-one

Product 1

HCID 178481605HCID 178481605, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
85 °C

Procedure

To a mixture of 2-chloro-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (20 g, 90 mmol) in 1,4-dioxane (200 ml) was added 5N aqueous solution of sodium hydroxide (100 ml) at room temperature. The resulting mixture was heated to 85° C. and stirred for 18 hours. After cooling to room temperature, the reaction mixture was neutralized by the addition of 1N aqueous hydrochloric acid. The resulting solid was collected by filtration and washed by ethyl acetate. 2-Hydroxy-1-methyl-1H-[4,4′]bipyrimidinyl-6-one was then isolated as a white solid (14.5 g, 71 mmol, 79%).

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed by ethyl acetate

Sources & evidence

ORD record
ord-432042c8feb848068eda2e9d024d40f5
Source dataset
uspto-grants-2015_04
Patent number
US09006232B2

Reaction notes

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