3-Chloro-4-(methylsulfonyl)phenylhydrazine hydrochloride → 1-[3-Chloro-4-(methylsulfonyl)phenyl]-5-[4-(4-thiazolyl)phenyl]-3-trifluoromethyl-1H-pyrazole

HRID 497252Notes

Reaction equation

HRID 497252 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([NH:13][NH2:14])[CH:6]=[CH:7][C:8]=1[S:9]([CH3:12])(=[O:11])=[O:10].[F:15][C:16]([F:34])([F:33])[C:17](=O)[CH2:18][C:19]([C:21]1[CH:26]=[CH:25][C:24]([C:27]2[N:28]=[CH:29][S:30][CH:31]=2)=[CH:23][CH:22]=1)=O>>[Cl:2][C:3]1[CH:4]=[C:5]([N:13]2[C:19]([C:21]3[CH:22]=[CH:23][C:24]([C:27]4[N:28]=[CH:29][S:30][CH:31]=4)=[CH:25][CH:26]=3)=[CH:18][C:17]([C:16]([F:34])([F:33])[F:15])=[N:14]2)[CH:6]=[CH:7][C:8]=1[S:9]([CH3:12])(=[O:10])=[O:11]

Participants

3

Reactant 2

HCID 223168733-Chloro-4-(methylsulfonyl)phenylhydrazine hydrochlorideHCID 223169154,4,4-Trifluoro-1-[4-(4-thiazolyl)phenyl]butane-1,3-dione

Product 1

HCID 223169111-[3-Chloro-4-(methylsulfonyl)phenyl]-5-[4-(4-thiazolyl)phenyl]-3-trifluoromethyl-1H-pyrazole

Procedure

The title compound was prepared according to the procedure of Example 60 using [3-chloro-4-(methylsulfonyl)phenyl]hydrazine hydrochloride from step 1 of Example 155 instead of [3-fluoro-4-(methylsulfonyl)phenyl]hydrazine hydrochloride, 4,4,4-trifluoro-1-[4-(1,3-thiazol-4-yl)phenyl]-1,3-butanedione from step 3 of Example 82 instead of 4,4,4-trifluorro-1-[4-(2-furyl)phenyl]-1,3-butanedione.

Sources & evidence

ORD record
ord-bb1acdafdf80444b8031e6c682212ab4
Source dataset
uspto-grants-2005_09
Patent number
US06949536B2

Reaction notes

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