Phosphorus pentachloride → 2-(2-Chloro-5-fluoro-phenyl)-5-methyl-6H-oxazolo[5,4-d]pyrimidin-7-one

HRID 1027473Notes

Reaction equation

HRID 1027473 reaction equation
P(Cl)(Cl)(Cl)(Cl)Cl.[Cl:7][C:8]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:9]=1[C:10]([NH:12][C:13]1[C:14]([OH:21])=[N:15][C:16]([CH3:20])=[N:17][C:18]=1[OH:19])=O>C(Cl)(Cl)Cl>[Cl:7][C:8]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:9]=1[C:10]1[O:19][C:18]2[N:17]=[C:16]([CH3:20])[NH:15][C:14](=[O:21])[C:13]=2[N:12]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachloride2×HCID 1784334872-Chloro-5-fluoro-N-(4,6-dihydroxy-2-methyl-pyrimidin-5-yl)-benzamide

Product 1

HCID 671757262-(2-Chloro-5-fluoro-phenyl)-5-methyl-6H-oxazolo[5,4-d]pyrimidin-7-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

22.2 g of phosphorus pentachloride were added to a suspension of the product obtained in step (b) in 300 ml of dry chloroform. The reaction mixture was stirred at room temperature for 3 h. Then another 22.2 g of phosphorus pentachloride were added and the reaction mixture was stirred at 60° C. for 4 h. After cooling to room temperature, the precipitate was filtered off, washed with a little dichloromethane and dried to give 30.2 g of the crude title compound.

Workup

  1. stirringthe reaction mixture was stirred at 60° C. for 4 h
  2. temperatureAfter cooling to room temperature
  3. filtrationthe precipitate was filtered off
  4. washwashed with a little dichloromethane
  5. customdried

Sources & evidence

ORD record
ord-6ca942fbc887495481cb4abde529f300
Source dataset
uspto-grants-2014_05
Patent number
US08735387B2

Reaction notes

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