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

HRID 1036999Notes

Reaction equation

HRID 1036999 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][C:11]([C:22]([N:24]3[CH2:28][C:27](=[O:29])[NH:26][CH2:25]3)=[O:23])=[CH:12][C:13]=2[C:14]2[CH:15]=[C:16]([C:20]#[N:21])[CH:17]=[CH:18][CH:19]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.ClC1C=C(C2SC(C(O)=O)=CC=2C2C=CC(F)=C(C#N)C=2)C=C([F:37])C=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][C:11]([C:22]([N:24]3[CH2:28][C:27](=[O:29])[NH:26][CH2:25]3)=[O:23])=[CH:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([F:37])=[C:16]([C:20]#[N:21])[CH:15]=2)[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

3

Reactant 2

HCID 468335003-{2-(3-Chloro-5-fluorophenyl)-5-[(4-oxoimidazolidin-1-yl)carbonyl]thiophen-3-yl}benzenecarbonitrileHCID 580667555-(3-Chloro-5-fluorophenyl)-4-(3-cyano-4-fluorophenyl)thiophene-2-carboxylic acid

Product 1

HCID 468337925-{2-(3-Chloro-5-fluorophenyl)-5-[(4-oxoimidazolidin-1-yl)carbonyl]thiophen-3-yl}-2-fluorobenzenecarbonitrile

Procedure

The preparation of the title compound takes place in analogy to the synthesis of the compound from Example 1 starting with 82.3 mg (0.22 mmol) of the compound from Example 22A. 35.0 mg (35% of theory) of the title compound are obtained.

Sources & evidence

ORD record
ord-0acb4ce2baad4702920540d8e211d802
Source dataset
uspto-grants-2013_10
Patent number
US08546438B2

Reaction notes

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