3-[[2'-(N-t-butylsulfamoyl)-3-fluorobiphenyl-4-yl]methyl]-2-methoxyimino-4-oxooctanenitrile → 1-(2-Bromo-5-nitrophenyl)-3-n-butyl-4-[(3-fluoro-2'-sulfamoylbiphenyl-4-yl)methyl]-1H-pyrazole-5-carbonitrile

HRID 257584Notes

Reaction equation

HRID 257584 reaction equation
C([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH:22]([C:29](=O)[CH2:30][CH2:31][CH2:32][CH3:33])[C:23](=NOC)[C:24]#[N:25])=[C:17]([F:35])[CH:16]=1)(=[O:8])=[O:7])(C)(C)C.Cl.[Br:37][C:38]1[CH:43]=[CH:42][C:41]([N+:44]([O-:46])=[O:45])=[CH:40][C:39]=1[NH:47][NH2:48]>>[Br:37][C:38]1[CH:43]=[CH:42][C:41]([N+:44]([O-:46])=[O:45])=[CH:40][C:39]=1[N:47]1[C:23]([C:24]#[N:25])=[C:22]([CH2:21][C:18]2[CH:19]=[CH:20][C:15]([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[S:6](=[O:8])(=[O:7])[NH2:5])=[CH:16][C:17]=2[F:35])[C:29]([CH2:30][CH2:31][CH2:32][CH3:33])=[N:48]1

Participants

3

Reactant 2

HCID 541817223-[[2'-(N-t-butylsulfamoyl)-3-fluorobiphenyl-4-yl]methyl]-2-methoxyimino-4-oxooctanenitrileHCID 67885202(2-Bromo-5-nitrophenyl)hydrazine hydrochloride

Product 1

HCID 197831611-(2-Bromo-5-nitrophenyl)-3-n-butyl-4-[(3-fluoro-2'-sulfamoylbiphenyl-4-yl)methyl]-1H-pyrazole-5-carbonitrile

Procedure

The title compound is prepared by reaction of 3-[[2'-(N-t-butylsulfamoyl)-3-fluorobiphenyl-4-yl]methyl]-2-methoxyimino-4-oxooctanenitrile (from Example 8, Step J) with 2-bromo-5-nitrophenylhydrazine hydrochloride [prepared from 2-bromo-5-nitroaniline according to H. Stroh and G. Westphal, Chem. Ber., 96, 184 (1963)], following the procedure of Example 1, Step G.

Sources & evidence

ORD record
ord-def513684cd645eca5373c809e4b44d4
Source dataset
uspto-grants-1993_11
Patent number
US05262412

Reaction notes

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