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

HRID 503749Notes

Reaction equation

HRID 503749 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 are heated to 100° C. for 1 h. The excess POCl3 is removed by distillation and the residue is treated with ice and diluted with dichloromethane. The phases are separated, the aqueous layer is extracted twice with dichloromethane, the combined organic layers are dried over Na2SO4 and concentrated to give the crude product.

Workup

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

Sources & evidence

ORD record
ord-a88b5f59949c443882a64aadd7538190
Source dataset
uspto-grants-2010_08
Patent number
US07776864B2

Reaction notes

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