Pyridine → HCID 15859007, compound

HRID 1596331Notes

Reaction equation

HRID 1596331 reaction equation
[CH:1]1([C:6]2[NH:7][C:8]3[CH2:9][C:10]([CH3:38])([CH3:37])[CH2:11][C:12](=[O:36])[C:13]=3[CH:14]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[C:30]([F:35])[CH:29]=3)[C:15]=2[C:16](=[O:27])[C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.N1C=CC=CC=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH:1]1([C:6]2[C:15]([C:16](=[O:27])[C:17]3[CH:18]=[CH:19][C:20]([C:23]([F:26])([F:24])[F:25])=[CH:21][CH:22]=3)=[C:14]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[C:30]([F:35])[CH:29]=3)[C:13]3[C:12](=[O:36])[CH2:11][C:10]([CH3:38])([CH3:37])[CH2:9][C:8]=3[N:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 1049PyridineHCID 15859008HCID 15859008, compound

Product 1

HCID 15859007HCID 15859007, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

0.9 g (1.7 mmol) of 2-cyclopentyl-4-(3,4-difluorophenyl)-7,7-dimethyl-3-(4-trifluoromethylbenzoyl)-4,6,7,8-tetrahydro-1H-quinolin-5-one were oxidized at room temperature within one hour to give the pyridine, using 4.5 g of manganese dioxide (activated) in 25 ml of methylene chloride. The manganese dioxide was separated off and the methylene chloride was distilled off, and the mixture was then filtered off with suction using petroleum ether. This gave 0.8 g of crystals of melting, point: 210-212° C.

Workup

  1. customThe manganese dioxide was separated off
  2. distillationthe methylene chloride was distilled off
  3. filtrationthe mixture was then filtered off with suction
  4. custom210-212° C.

Sources & evidence

ORD record
ord-c337ac51ff2447a8b5eaeec50e030411
Source dataset
uspto-grants-2001_09
Patent number
US06291477B1

Reaction notes

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