Pyridine → HCID 15859007, compound

HRID 412680Notes

Reaction equation

HRID 412680 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

Sources & evidence

ORD record
ord-0139caebedb84324806f598c453d2337
Source dataset
uspto-grants-2003_05
Patent number
US06562976B2

Reaction notes

Loading…