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

HRID 2038368Notes

Reaction equation

HRID 2038368 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:20])[CH:17]=[C:16]([Cl:21])[CH:15]=2)[CH:5]=[CH:6][C:7]=1F.BrC1SC(C(OCC)=O)=NC=1C1C=CC=C(Cl)C=1>>[Cl:21][C:16]1[CH:15]=[C:14]([C:13]2[S:12][C:11]([C:22]([OH:24])=[O:23])=[N:10][C:9]=2[C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)[CH:19]=[C:18]([F:20])[CH:17]=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 708016405-(3-Chloro-5-fluorophenyl)-4-(3-chlorophenyl)-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. 83.0 mg (78% of theory) of the title compound are obtained.

Sources & evidence

ORD record
ord-349a1873a5ea4b66a8e83f465c0e40ed
Source dataset
uspto-grants-2013_11
Patent number
US08575357B2

Reaction notes

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