4-(3-Chloro-4-fluorophenyl)-5-(3-cyano-4-fluorophenyl)-1,3-thiazole-2-carboxylic acid → 5-{4-(3-Chloro-4-fluorophenyl)-2-[(4-oxoimidazolidin-1-yl)carbonyl]-1,3-thiazole-5-yl}-2-fluorobenzenecarbonitrile

HRID 2038391Notes

Reaction equation

HRID 2038391 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([C:22]([N:24]3[CH2:28][C:27](=[O:29])[NH:26][CH2:25]3)=[O:23])[S:11][C:12]=2[C:13]2[CH:14]=[CH:15][C:16]([F:21])=[C:17]([C:19]#[N:20])[CH:18]=2)[CH:5]=[CH:6][CH:7]=1.ClC1C=C(C2N=C(C(O)=O)SC=2C2C=CC(F)=C(C#N)C=2)C=CC=1[F:37]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([C:22]([N:24]3[CH2:28][C:27](=[O:29])[NH:26][CH2:25]3)=[O:23])[S:11][C:12]=2[C:13]2[CH:14]=[CH:15][C:16]([F:21])=[C:17]([C:19]#[N:20])[CH:18]=2)[CH:5]=[CH:6][C:7]=1[F:37]

Participants

3

Reactant 2

HCID 675683534-(3-Chloro-4-fluorophenyl)-5-(3-cyano-4-fluorophenyl)-1,3-thiazole-2-carboxylic acidHCID 703152005-{4-(3-Chlorophenyl)-2-[(4-oxoimidazolidin-1-yl)carbonyl]-1,3-thiazole-5-yl}-2-fluorobenzenecarbonitrile

Product 1

HCID 509429885-{4-(3-Chloro-4-fluorophenyl)-2-[(4-oxoimidazolidin-1-yl)carbonyl]-1,3-thiazole-5-yl}-2-fluorobenzenecarbonitrile

Procedure

The preparation of the title compound takes place in analogy to the synthesis of the compound from Example 5 starting with the compound from Example 15A. 17.3 mg (35% of theory) of the title compound are obtained.

Sources & evidence

ORD record
ord-0e1152a4458046828ee40aabf9b6dd7e
Source dataset
uspto-grants-2013_11
Patent number
US08575357B2

Reaction notes

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