Itaconic acid → 5-Oxo-1-(3-{(benzylamino)carbonylamino}-5-(trifluoromethyl)phenyl)pyrrolidine-3-carboxylic acid

HRID 22897

Reaction equation

HRID 22897 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([NH:12][C:13]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:14])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[C:23]([OH:31])(=[O:30])[C:24]([CH2:26][C:27](O)=[O:28])=[CH2:25]>>[O:28]=[C:27]1[N:1]([C:2]2[CH:7]=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:5]=[C:4]([NH:12][C:13]([NH:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:14])[CH:3]=2)[CH2:25][CH:24]([C:23]([OH:31])=[O:30])[CH2:26]1

Participants

3

Reactant 2

HCID 811Itaconic acidHCID 22591859n-(3-Amino-5-(trifluoromethyl)phenyl)(benzylamino)carboxamide

Product 1

HCID 225918725-Oxo-1-(3-{(benzylamino)carbonylamino}-5-(trifluoromethyl)phenyl)pyrrolidine-3-carboxylic acid

Procedure

A mixture of N-(3-amino-5-(trifluoromethyl)phenyl)(benzylamino)carboxamide and itaconic acid was fused at 110° C. for 10 hours. The resulted solid was washed with methanol and then dried at 50° C. for 12 hours.

Workup

  1. washThe resulted solid was washed with methanol
  2. customdried at 50° C. for 12 hours

Sources & evidence

ORD record
ord-864cef6e6f664a059be8b4a512c33fb1
Source dataset
uspto-grants-2005_02
Patent number
US06849639B2

Linked notes

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