Acetic Acid → HCID 22114883, compound

HRID 1276049Notes

Reaction equation

HRID 1276049 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[N:13]3[CH:22]=[CH:23][N:24]=[C:12]23)=[C:4]([F:25])[CH:3]=1.C(OCC)(=O)C.C(O)(=O)C>[Fe].O>[NH2:8][C:7]1[C:2]([Cl:1])=[CH:3][C:4]([F:25])=[C:5]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[N:13]3[CH:22]=[CH:23][N:24]=[C:12]23)[CH:6]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 8857Ethyl AcetateHCID 22114882HCID 22114882, compound

Product 1

HCID 22114883HCID 22114883, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

A mixture of 8-(4-chloro-2-fluoro-5-nitrophenyl)-7,8-dihydro-5-trifluoromethylimidazo[1,2-a]pyrimidin-7-one (0.6 g), ethyl acetate (5 ml), acetic acid (2 ml) and water (10 ml) was added with iron powder (0.5 g) and heated to reflux for 3 hours. The mixture was filtered through Celite and the thus obtained solid was washed with hot ethyl acetate. The organic layer was separated from the filtrate and the washing, and dried on anhydrous magnesium sulfate after washing with water. The solvent was distilled off under reduced pressure to give the compound of interest (0.52 g) as a solid.

Workup

  1. temperatureheated
  2. temperatureto reflux for 3 hours
  3. filtrationThe mixture was filtered through Celite
  4. washthe thus obtained solid was washed with hot ethyl acetate
  5. customThe organic layer was separated from the filtrate
  6. dry with materialthe washing, and dried on anhydrous magnesium sulfate
  7. washafter washing with water
  8. distillationThe solvent was distilled off under reduced pressure
  9. customto give the compound of interest (0.52 g) as a solid

Sources & evidence

ORD record
ord-672f0a98d81545a78aae3fcaf6d773af
Source dataset
uspto-grants-2000_12
Patent number
US06165942

Reaction notes

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