[2'-(N-t-Butylsulfamoyl)biphenyl-4-yl]methyl bromide → HCID 10348535, compound

HRID 36241Notes

Reaction equation

HRID 36241 reaction equation
[CH3:1][CH:2]1[CH2:4][CH:3]1[CH2:5][C:6]1[NH:7][C:8](=[O:21])[N:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]([F:20])([F:19])[F:18])[N:10]=1.[C:22]([NH:26][S:27]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[C:36]1[CH:41]=[CH:40][C:39]([CH2:42]Br)=[CH:38][CH:37]=1)(=[O:29])=[O:28])([CH3:25])([CH3:24])[CH3:23]>>[C:22]([NH:26][S:27]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[C:36]1[CH:41]=[CH:40][C:39]([CH2:42][N:7]2[C:6]([CH2:5][CH:3]3[CH2:4][CH:2]3[CH3:1])=[N:10][N:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[C:17]([F:20])([F:19])[F:18])[C:8]2=[O:21])=[CH:38][CH:37]=1)(=[O:29])=[O:28])([CH3:25])([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 15282100[2'-(N-t-Butylsulfamoyl)biphenyl-4-yl]methyl bromideHCID 1354328622,4-Dihydro-5-[(2-methylcylopropyl)methyl]-2-[2-(trifluoromethyl)phenyl]-3H-1,2,4-triazol-3-one

Product 1

HCID 10348535HCID 10348535, compound

Procedure

The title compound was prepared from 2,4-dihydro-5-[(2-methylcylopropyl)methyl]-2-[2-(trifluoromethyl)phenyl]-3H-1,2,4-triazol-3-one (from Step E) and [2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl bromide (from Example 12, Step D) according to the procedure of Example 13, Step A. The crude material was purified by flash chromatography over silica gel (gradient elution using 0.3-1.0% MeOH/CH2Cl2) to give a 64% yield of the desired material as a cream-colored solid, homogeneous by TLC in 2% MeOH/CH2Cl2 ; mass spectrum (FAB) m/e 599 (M+1)+ ; mp 128°-130° C.

Workup

  1. customThe crude material was purified by flash chromatography over silica gel (gradient elution using 0.3-1.0% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-204e9598eddc45ceb1aaa75b3b894214
Source dataset
uspto-grants-1995_05
Patent number
US05411980

Reaction notes

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