HCID 22048475, compound → HCID 22048489, compound

HRID 1830810Notes

Reaction equation

HRID 1830810 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([CH:18]([C:20]4[CH:24]=[CH:23][O:22][CH:21]=4)[OH:19])[CH:16]=3)[N:11]=[C:10]([O:25][CH3:26])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1>ClC(Cl)Cl.O=[Mn]=O>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]([C:20]4[CH:24]=[CH:23][O:22][CH:21]=4)=[O:19])[CH:16]=3)[N:11]=[C:10]([O:25][CH3:26])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 22048475HCID 22048475, compound

Product 1

HCID 22048489HCID 22048489, compoundYield 82.7%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of (intermediate 24) (0.0382 mol) and MnO2 (28 g) in trichloromethane (200 ml) was stirred and refluxed overnight. The mixture was cooled to room temperature, filtered over celite and the solvent was evaporated till dryness. The product was used without further purification, yielding 11.5 g (82.7%) of [4-(3-chlorophenyl)-2-methoxy-6-quinolinyl]-3-furanyl-methanone (intermediate 25).

Workup

  1. temperaturerefluxed overnight
  2. filtrationfiltered over celite
  3. customthe solvent was evaporated till dryness
  4. customThe product was used without further purification

Sources & evidence

ORD record
ord-7857bdfd8cde4753b94f08084168c372
Source dataset
uspto-grants-2006_06
Patent number
US07067531B2

Reaction notes

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