Methyl 4-cyano-4-(3,4-dichlorophenyl)heptanedioate → Methyl 3-[5-(3,4-dichlorophenyl)-2-oxopiperid-5-yl]propionate

HRID 50057Notes

Reaction equation

HRID 50057 reaction equation
[C:1]([C:3]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=1)([CH2:10][CH2:11][C:12]([O-])=[O:13])[CH2:4][CH2:5][C:6]([O:8][CH3:9])=[O:7])#[N:2]>COCCO.[Ni]>[Cl:22][C:17]1[CH:16]=[C:15]([C:3]2([CH2:4][CH2:5][C:6]([O:8][CH3:9])=[O:7])[CH2:1][NH:2][C:12](=[O:13])[CH2:11][CH2:10]2)[CH:20]=[CH:19][C:18]=1[Cl:21]

Participants

4

Reactant 1

HCID 22741721Methyl 4-cyano-4-(3,4-dichlorophenyl)heptanedioate

Product 1

HCID 22741813Methyl 3-[5-(3,4-dichlorophenyl)-2-oxopiperid-5-yl]propionate

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 80192-MethoxyethanolSolvent

Procedure

40 g of the compound prepared in step A are dissolved in 500 ml of 2-methoxyethanol, 2 g of Raney nickel are added and the mixture is hydrogenated at 40° C. under atmospheric pressure for 3 days. It is filtered and evaporated to give the expected product in the form of an oil (39 g).

Workup

  1. filtrationIt is filtered
  2. customevaporated

Sources & evidence

ORD record
ord-95780fa21968411b84e053aab3fe118d
Source dataset
uspto-grants-2004_03
Patent number
US06710042B2

Reaction notes

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