Cyclohexene → HCID 21082862, compound

HRID 347587Notes

Reaction equation

HRID 347587 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([N+:11]([O-])=O)=[CH:4][N:3]=1.[CH3:14][CH:15]1[CH2:19][CH2:18][CH:17]([CH3:20])[NH:16]1.[H][H].C1CCCCC=1>C(O)C.[Pd]>[ClH:1].[ClH:1].[NH2:8][C:7]1[C:2]([N:16]2[CH:17]([CH3:20])[CH2:18][CH2:19][CH:15]2[CH3:14])=[N:3][CH:4]=[C:5]([NH2:11])[CH:6]=1

Participants

7

Reactant 4

HCID 8079CyclohexeneHCID 757382-Chloro-3,5-dinitropyridineHCID 960342,5-DimethylpyrrolidineHCID 178418361HCID 178418361, compound

Product 1

HCID 21082862HCID 21082862, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1.5 g (5.63 mmol) of (2,5-dimethylpyrrolidin-1-yl)-3,5-dinitropyridine, obtained according to Protocol A from 2-chloro-3,5-dinitropyridine and 2,5-dimethylpyrrolidine, were reduced by hydrogen transfer in 50 ml of ethanol in the presence of palladium-on-charcoal and 5 ml of cyclohexene. 900 mg of N-(3,5-diaminopyrid-2-yl)-2,5-dimethylpyrrolidine dihydrochloride were obtained.

Sources & evidence

ORD record
ord-25fe74761571454989516e354620a418
Source dataset
uspto-grants-2007_02
Patent number
US07175670B2

Reaction notes

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