3-{2-(3-Chloro-5-fluorophenyl)-5-[(4-oxoimidazolidin-1-yl)carbonyl]thiophen-3-yl}benzenecarbonitrile → 1-{[4-(3-Chloro-4-fluorophenyl)-5-(3-chloro-5-fluorophenyl)thiophen-2-yl]carbonyl}imidazolidin-4-one

HRID 1036998Notes

Reaction equation

HRID 1036998 reaction equation
ClC1C=C(C2SC(C([N:24]3[CH2:28][C:27](=[O:29])[NH:26][CH2:25]3)=O)=CC=2C2C=C(C#N)C=CC=2)C=C(F)C=1.[Cl:30][C:31]1[CH:32]=[C:33]([C:38]2[CH:39]=[C:40]([C:51]([OH:53])=O)[S:41][C:42]=2[C:43]2[CH:48]=[C:47]([F:49])[CH:46]=[C:45]([Cl:50])[CH:44]=2)[CH:34]=[CH:35][C:36]=1[F:37]>>[Cl:30][C:31]1[CH:32]=[C:33]([C:38]2[CH:39]=[C:40]([C:51]([N:24]3[CH2:28][C:27](=[O:29])[NH:26][CH2:25]3)=[O:53])[S:41][C:42]=2[C:43]2[CH:48]=[C:47]([F:49])[CH:46]=[C:45]([Cl:50])[CH:44]=2)[CH:34]=[CH:35][C:36]=1[F:37]

Participants

3

Reactant 2

HCID 468335003-{2-(3-Chloro-5-fluorophenyl)-5-[(4-oxoimidazolidin-1-yl)carbonyl]thiophen-3-yl}benzenecarbonitrileHCID 580667454-(3-Chloro-4-fluorophenyl)-5-(3-chloro-5-fluorophenyl)thiophene-2-carboxylic acid

Product 1

HCID 468337911-{[4-(3-Chloro-4-fluorophenyl)-5-(3-chloro-5-fluorophenyl)thiophen-2-yl]carbonyl}imidazolidin-4-one

Procedure

The preparation of the title compound takes place in analogy to the synthesis of the compound from Example 1 starting with 49.1 mg (0.13 mmol) of the compound from Example 20A. 40.9 mg (71% of theory) of the title compound are obtained.

Sources & evidence

ORD record
ord-a6a43873a92b41ca8482051bd8a9f68c
Source dataset
uspto-grants-2013_10
Patent number
US08546438B2

Reaction notes

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