Phosphorus oxychloride → 7-Chloro-5-methyl-6-phenylimidazo[1,2-a]pyrimidine

HRID 1851195Notes

Reaction equation

HRID 1851195 reaction equation
[CH3:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[N:5]=[C:4](O)[C:3]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.O=P(Cl)(Cl)[Cl:20]>>[Cl:20][C:4]1[C:3]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:2]([CH3:1])[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[N:5]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178421927HCID 178421927, compound

Product 1

HCID 866306677-Chloro-5-methyl-6-phenylimidazo[1,2-a]pyrimidine

Procedure

250 mg of the product of step 1 and 10 mL POCl3 were heated to 100° C. for 1 h. The excess POCl3 was removed by distillation and the residue was treated with ice and diluted with dichloromethane. The phases were separated, the aqueous layer was extracted twice with dichloromethane, the combined organic layers were dried over Na2SO4 and concentrated to give the crude product.

Workup

  1. customThe excess POCl3 was removed by distillation
  2. additionthe residue was treated with ice
  3. additiondiluted with dichloromethane
  4. customThe phases were separated
  5. extractionthe aqueous layer was extracted twice with dichloromethane
  6. dry with materialthe combined organic layers were dried over Na2SO4
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-cd3a942f1652415fbbe9a97255513a84
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

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