Phosphorus oxychloride → 5-Amino-2-chloro-3-methyl-6-(pyridin-4-yl)pyrimidin-4(3H)-one

HRID 1826519Notes

Reaction equation

HRID 1826519 reaction equation
[NH2:1][C:2]1[C:3](=[O:16])[N:4]([CH3:15])[C:5](O)=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1.P(Cl)(Cl)([Cl:19])=O>C(O)C>[NH2:1][C:2]1[C:3](=[O:16])[N:4]([CH3:15])[C:5]([Cl:19])=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178481603HCID 178481603, compound

Product 1

HCID 221395875-Amino-2-chloro-3-methyl-6-(pyridin-4-yl)pyrimidin-4(3H)-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

5-Amino-2-hydroxy-3-methyl-6-pyridin-4-yl-3H-pyrimidin-4-one (0.46 mmol) was suspended in phosphorousoxychloride (230 mmol) at 0° C. and 2 mL ethanol was added. The reaction was heated to 100° C. overnight. The solvent was removed under vacuum. The solid was suspended in methylene chloride and collected by filtration. M+1=237.

Workup

  1. customThe solvent was removed under vacuum
  2. filtrationcollected by filtration

Sources & evidence

ORD record
ord-70a42aa7fbcf4a4e87185ca5487f1f6a
Source dataset
uspto-grants-2006_05
Patent number
US07049318B2

Reaction notes

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