3-(4-Bromo-3-methylphenyl)-5-methyl-1,2,4-oxadiazole → 6,2'-Dimethyl-4'-(5-methyl-[1,2,4]oxadiazol-3-yl)-biphenyl-3-carboxylic acid cyclopropylamide

HRID 31456Notes

Reaction equation

HRID 31456 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][C:3]=1[CH3:14].[CH:15]1([CH2:18][NH:19][C:20](=[O:37])[C:21]2[CH:26]=[CH:25][C:24]([CH3:27])=[C:23](B3OC(C)(C)C(C)(C)O3)[CH:22]=2)[CH2:17]C1>CN(C=O)C>[CH:18]1([NH:19][C:20]([C:21]2[CH:22]=[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][C:3]=3[CH3:14])[C:24]([CH3:27])=[CH:25][CH:26]=2)=[O:37])[CH2:15][CH2:17]1

Participants

4

Reactant 2

HCID 121219443-(4-Bromo-3-methylphenyl)-5-methyl-1,2,4-oxadiazoleHCID 21914588N-cyclopropylmethyl-4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide2×

Product 1

HCID 586297886,2'-Dimethyl-4'-(5-methyl-[1,2,4]oxadiazol-3-yl)-biphenyl-3-carboxylic acid cyclopropylamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Example 29 was prepared using 3-(4-bromo-3-methylphenyl)-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) using DMF as the solvent.

Workup

  1. customExample 29 was prepared

Sources & evidence

ORD record
ord-504fe188c0684d49955ecc23ea31cc2a
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Reaction notes

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