Phosphorus oxychloride → HCID 22011950, compound

HRID 2085944Notes

Reaction equation

HRID 2085944 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[N:17]=[CH:16][C:10]3[N:11]=[CH:12][NH:13][C:14](=O)[C:9]=3[CH:8]=2)=[N:4][N:3]=1.P(Cl)(Cl)([Cl:20])=O>>[Cl:20][C:14]1[C:9]2[CH:8]=[C:7]([C:5]3[O:6][C:2]([CH3:1])=[N:3][N:4]=3)[N:17]=[CH:16][C:10]=2[N:11]=[CH:12][N:13]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 135817447HCID 135817447, compound

Product 1

HCID 22011950HCID 22011950, compound

Procedure

6-(5-Methyl-1,3,4-oxadiazol-2-yl)-pyrido[3,4-d]pyrimidin-4-one (0.5 g) was treated with phosphorus oxychloride at room temperature under N2. After 1 hour at room temperature and 1 hour at 50° C., the mixture was concentrated in vacuo, azeotroping with toluene, then taken up in ethyl acetate, washed with sodium bicarbonate solution, dried and concentrated in vacuo to give the title compound (0.17 g) as an orange solid; δH CDCl3 9.68 (1H,s), 9.30 (1H,s), 8.96 (1H,s), 2.75 (3H,s); m/z (M+1+) 248.

Workup

  1. concentration1 hour at 50° C., the mixture was concentrated in vacuo
  2. customazeotroping with toluene
  3. washwashed with sodium bicarbonate solution
  4. customdried
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d14b1f41fcf24143a5ffbb6948eb0928
Source dataset
uspto-grants-2004_04
Patent number
US06723726B1

Reaction notes

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