Phosphorus oxychloride → HCID 86675240, compound

HRID 2370063Notes

Reaction equation

HRID 2370063 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]([CH3:11])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[Cl:22])[N:6]2[CH2:12][C:13]([NH2:15])=O.P(Cl)(Cl)(Cl)=O>>[Cl:1][C:2]1[N:10]=[C:9]([CH3:11])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[Cl:22])[N:6]2[CH2:12][C:13]#[N:15]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 86675238HCID 86675238, compound

Product 1

HCID 86675240HCID 86675240, compoundYield 78.6%

Procedure

Heat a solution of 2-[6-chloro-8-(2-chlorophenyl)-2-methyl-purin-9-yl]acetamide (0.3 g, 0.8 mmol) and phosphoryl chloride (2.5 mL) at 110° C. for 16 h. Quench the reaction with aqueous sodium bicarbonate solution and extract with dichloromethane. Wash the organics with water and brine. Dry the organic layer over anhydrous sodium sulfate, filter, and concentrate to give the title compound (0.2 g). ES/MS m/z 318 (M+1).

Workup

  1. customQuench
  2. customthe reaction with aqueous sodium bicarbonate solution
  3. extractionextract with dichloromethane
  4. washWash the organics with water and brine
  5. dry with materialDry the organic layer over anhydrous sodium sulfate
  6. filtrationfilter
  7. concentrationconcentrate

Sources & evidence

ORD record
ord-db55dc992d0843d2ba2357e8a70a0721
Source dataset
uspto-grants-2014_04
Patent number
US08710063B2

Reaction notes

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