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

HRID 31454Notes

Reaction equation

HRID 31454 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.[CH3:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([C:24]2[CH:28]=[CH:27][S:26][CH:25]=2)=[O:23])=[CH:17][C:16]=1B1OC(C)(C)C(C)(C)O1>CN(C=O)C>[CH3:14][C:15]1[C:16]([C:2]2[CH:7]=[CH:6][C:5]([C:8]3[O:12][N:11]=[C:10]([CH3:13])[N:9]=3)=[CH:4][CH:3]=2)=[CH:17][C:18]([NH:21][C:22]([C:24]2[CH:28]=[CH:27][S:26][CH:25]=2)=[O:23])=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 197031165-(4-Iodophenyl)-3-methyl-1,2,4-oxadiazole2×HCID 21914662N-[4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-3-thiophenecarboxamide2×

Product 1

HCID 58629799Thiophene-3-carboxylic acid[6-methyl-4'-(3-methyl-[1,2,4]oxadiazol-5-yl)-biphenyl-3-yl]-amide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Example 26 was prepared using 5-(4-iodophenyl)-3-methyl-[1,2,4]oxadiazole (Intermediate 12) and N-[4-methyl-3-(4,4,5,5, -tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]thiophene-3-amide (Intermediate 27) using DMF as the solvent.

Workup

  1. customExample 26 was prepared

Sources & evidence

ORD record
ord-74844d4cc8794ec8a7b66fc1f774d14d
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Reaction notes

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