3-(4-Bromophenyl)-5-methyl-1,2,4-oxadiazole → N-Cyclopropyl-6-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-3-carboxamide

HRID 31436Notes

Reaction equation

HRID 31436 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([CH3:13])[O:10][N:9]=2)=[CH:4][CH:3]=1.[CH:14]1([NH:17][C:18](=[O:35])[C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[C:21](B3OC(C)(C)C(C)(C)O3)[CH:20]=2)[CH2:16][CH2:15]1>>[CH:14]1([NH:17][C:18]([C:19]2[CH:24]=[C:23]([C:2]3[CH:7]=[CH:6][C:5]([C:8]4[N:12]=[C:11]([CH3:13])[O:10][N:9]=4)=[CH:4][CH:3]=3)[C:22]([CH3:25])=[CH:21][CH:20]=2)=[O:35])[CH2:15][CH2:16]1

Participants

3

Reactant 2

HCID 8235603-(4-Bromophenyl)-5-methyl-1,2,4-oxadiazoleHCID 21914577N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide2×

Product 1

HCID 44580359N-Cyclopropyl-6-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-3-carboxamide

Procedure

Example 7 was prepared using 3-(4-bromophenyl)-5-methyl-1,2,4-oxadiazole and N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)benzamide (Intermediate 17).

Workup

  1. customExample 7 was prepared

Sources & evidence

ORD record
ord-f6ce99ff3e294b898b5ca24b508782d2
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Reaction notes

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