Ethyl 5-bromo-4-(3-chlorophenyl)-1,3-thiazole-2-carboxylate → 4-(3-Chlorophenyl)-5-(3-cyanophenyl)-1,3-thiazole-2-carboxylic acid

HRID 2038370Notes

Reaction equation

HRID 2038370 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]=1F.BrC1SC(C(OCC)=O)=[N:28][C:27]=1C1C=CC=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][CH:7]=1

Participants

3

Reactant 2

HCID 70801641Ethyl 5-bromo-4-(3-chlorophenyl)-1,3-thiazole-2-carboxylateHCID 708016444-(3-Chloro-4-fluorophenyl)-5-(3-chloro-5-fluorophenyl)-1,3-thiazole-2-carboxylic acid

Product 1

HCID 703136774-(3-Chlorophenyl)-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 5A. 556 mg of the title compound having a purity of 41% (46% of theory) are obtained.

Sources & evidence

ORD record
ord-c9b54eaf49634cc1835f3ad8ab805fdd
Source dataset
uspto-grants-2013_11
Patent number
US08575357B2

Reaction notes

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