Ethyl 5-bromo-4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylate → 4-(3-Chloro-4-fluorophenyl)-5-(3-cyanophenyl)-1,3-thiazole-2-carboxylic acid

HRID 2038371Notes

Reaction equation

HRID 2038371 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[C:11]([C:22]([OH:24])=[O:23])[S:12][C:13]=2[C:14]2[CH:19]=[C:18](F)[CH:17]=[C:16](Cl)[CH:15]=2)[CH:5]=[CH:6][C:7]=1[F:8].BrC1SC(C(OCC)=O)=[N:28][C:27]=1C1C=CC(F)=C(Cl)C=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[C:11]([C:22]([OH:24])=[O:23])[S:12][C:13]=2[C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:27]#[N:28])[CH:15]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

3

Reactant 2

HCID 70801639Ethyl 5-bromo-4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylateHCID 708016444-(3-Chloro-4-fluorophenyl)-5-(3-chloro-5-fluorophenyl)-1,3-thiazole-2-carboxylic acid

Product 1

HCID 703428874-(3-Chloro-4-fluorophenyl)-5-(3-cyanophenyl)-1,3-thiazole-2-carboxylic acid

Procedure

The preparation of the title compound takes place in analogy to the synthesis of the compound from Example 8A starting with the compound from Example 4A. 161 mg (76% of theory) of the title compound are obtained.

Sources & evidence

ORD record
ord-7e12b4c412874a4d9520abc3f9cc5ed2
Source dataset
uspto-grants-2013_11
Patent number
US08575357B2

Reaction notes

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