Phosphorus oxychloride → 4-Chloro-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]pyrimidine

HRID 2183550Notes

Reaction equation

HRID 2183550 reaction equation
[CH3:1][C:2]1[N:3]=[C:4](O)[C:5]2[N:10]([CH3:11])[CH:9]=[C:8]([C:12]3[C:17]([CH3:18])=[CH:16][C:15]([CH3:19])=[CH:14][C:13]=3[CH3:20])[C:6]=2[N:7]=1.O=P(Cl)(Cl)[Cl:24]>>[Cl:24][C:4]1[C:5]2[N:10]([CH3:11])[CH:9]=[C:8]([C:12]3[C:17]([CH3:18])=[CH:16][C:15]([CH3:19])=[CH:14][C:13]=3[CH3:20])[C:6]=2[N:7]=[C:2]([CH3:1])[N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178424583HCID 178424583, compound

Product 1

HCID 224743134-Chloro-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]pyrimidine

Procedure

A mixture of 2,5-dimethyl-7-(2,4,6-trimethylphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-ol (1 mmol) in POCl3 (1.3 ml) was heated at reflux until all the starting material were consumed (about 1-3 hours). The mixture was concentrated to dryness. The residue was porued into ice-water and extracted with ethyl acetate. The organic layer was dried and concentrated to dryness to give the title compound.

Workup

  1. temperaturewas heated
  2. temperatureat reflux until all the starting material
  3. customwere consumed (about 1-3 hours)
  4. concentrationThe mixture was concentrated to dryness
  5. extractionextracted with ethyl acetate
  6. customThe organic layer was dried
  7. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-7211b86f387546a1b45600ac4ed0f29c
Source dataset
uspto-grants-2005_05
Patent number
US06900217B2

Reaction notes

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