Phosphorus oxychloride → 4-chloro-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine

HRID 369855Notes

Reaction equation

HRID 369855 reaction equation
[C:1]1([C:7]2[NH:16][C:10]3[N:11]=[CH:12][N:13]=[C:14](O)[C:9]=3[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)([Cl:19])=O>>[Cl:19][C:14]1[C:9]2[CH:8]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[NH:16][C:10]=2[N:11]=[CH:12][N:13]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178518053HCID 178518053, compound

Product 1

HCID 224844424-chloro-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine

Procedure

With the exclusion of moisture, 1.795 g (8.5 mmol) of 6-phenyl-7H-pyrrolo[2,3-d]-pyrimidin-4-ol and 27 ml of phosphorus oxychloride are heated at boiling for 3 hours. Pouring the reaction mixture into ice-water, filtering and washing with hot isopropanol and hexane yield the title compound; FAB-MS: (M+H)+ =230.

Workup

  1. filtrationfiltering
  2. washwashing with hot isopropanol and hexane

Sources & evidence

ORD record
ord-c923deb7946e4f09bc4b77f238cb10c9
Source dataset
uspto-grants-2000_10
Patent number
US06140332

Reaction notes

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