(S)-1-Benzyl-5-carboxy-2-pyrrolidinone → N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-5-oxo-1-(phenylmethyl)-D-prolinamide

HRID 2238529Notes

Reaction equation

HRID 2238529 reaction equation
[Cl:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:12][NH:13][C:14](=[O:26])[C@@H:15]1[CH2:19][CH2:18][C:17](=[O:20])[N:16]1[CH2:21][C:22](C)([CH3:24])[CH3:23].O=[C:28]1N(CC2C=CC=CC=2)[C@H](C(O)=O)[CH2:30][CH2:29]1>>[Cl:1][C:2]1[C:7]([C:8]([F:11])([F:9])[F:10])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:12][NH:13][C:14](=[O:26])[C@H:15]1[CH2:19][CH2:18][C:17](=[O:20])[N:16]1[CH2:21][C:22]1[CH:23]=[CH:30][CH:29]=[CH:28][CH:24]=1

Participants

3

Reactant 2

HCID 10900113(S)-1-Benzyl-5-carboxy-2-pyrrolidinoneHCID 67460075N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-1-(2,2-dimethylpropyl)-5-oxoprolinamide

Product 1

HCID 67463195N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-5-oxo-1-(phenylmethyl)-D-prolinamide

Procedure

N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-5-oxo-1-(phenylmethyl)-D-prolinamide was prepared in an analogous manner to that described for the synthesis of N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-1-(2,2-dimethylpropyl)-5-oxoprolinamide (example 100) above but using 5-oxo-1-(phenylmethyl)proline in the place of 1-(2,2-dimethylpropyl)-5-oxoproline.

Sources & evidence

ORD record
ord-d83dde881fdb43eca178fc4d8cee5284
Source dataset
uspto-grants-2010_05
Patent number
US07718693B2

Reaction notes

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