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

HRID 31452Notes

Reaction equation

HRID 31452 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[N:9]=2)=[CH:4][CH:3]=1.[CH:14]1([CH2:17][NH:18][C:19](=[O:36])[C:20]2[CH:25]=[CH:24][C:23]([CH3:26])=[C:22](B3OC(C)(C)C(C)(C)O3)[CH:21]=2)[CH2:16]C1>CN(C=O)C>[CH:17]1([NH:18][C:19]([C:20]2[CH:21]=[C:22]([C:2]3[CH:7]=[CH:6][C:5]([C:8]4[O:12][N:11]=[C:10]([CH3:13])[N:9]=4)=[CH:4][CH:3]=3)[C:23]([CH3:26])=[CH:24][CH:25]=2)=[O:36])[CH2:14][CH2:16]1

Participants

4

Reactant 2

HCID 197031165-(4-Iodophenyl)-3-methyl-1,2,4-oxadiazole2×HCID 21914588N-cyclopropylmethyl-4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide2×

Product 1

HCID 586297896-Methyl-4'(3-methyl-[1,2,4]oxadiazol-5-yl)-biphenyl-3-carboxylic acid cyclopropylamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Example 24 was prepared using 5-(4-iodophenyl)-3-methyl-[1,2,4]oxadiazole (Intermediate 12) 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 24 was prepared

Sources & evidence

ORD record
ord-064939e146b0408faebd7cb67e48d9ae
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Reaction notes

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