N-[(2,4-dichlorophenyl)methyl]-1,3,3-trimethyl-5-oxoprolinamide → N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-1,3,3-trimethyl-5-oxoprolinamide

HRID 554144Notes

Reaction equation

HRID 554144 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[CH:5]=[CH:4][C:3]=1[CH2:9][NH:10][C:11](=[O:21])[C@@H:12]1[C:16]([CH3:18])([CH3:17])[CH2:15][C:14](=[O:19])[N:13]1[CH3:20].ClC1C([C:29]([F:32])([F:31])[F:30])=CC=CC=1C[N+]#[C-]>>[Cl:1][C:2]1[C:7]([C:29]([F:32])([F:31])[F:30])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][NH:10][C:11](=[O:21])[C@@H:12]1[C:16]([CH3:18])([CH3:17])[CH2:15][C:14](=[O:19])[N:13]1[CH3:20]

Participants

3

Reactant 2

HCID 67460084N-[(2,4-dichlorophenyl)methyl]-1,3,3-trimethyl-5-oxoprolinamideHCID 86617532[2-Chloro-3-(trifluoromethyl)phenyl]methyl isocyanide

Product 1

HCID 67458667N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-1,3,3-trimethyl-5-oxoprolinamide

Procedure

N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-1,3,3-trimethyl-5-oxoprolinamide was prepared in a manner analogous to that described above for the synthesis of N-[(2,4-dichlorophenyl)methyl]-1,3,3-trimethyl-5-oxoprolinamide (E127) but using [2-chloro-3-(trifluoromethyl)phenyl]methyl isocyanide (prepared as described in example 40) in the place of (2,4-dichlorophenyl)methyl isocyanide.

Sources & evidence

ORD record
ord-810295b11fca41f18b5e60c558d12647
Source dataset
uspto-grants-2011_11
Patent number
US08048907B2

Reaction notes

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