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

HRID 31458Notes

Reaction equation

HRID 31458 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].[CH3:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23]([C:25]2[CH:29]=[CH:28][S:27][CH:26]=2)=[O:24])=[CH:18][C:17]=1B1OC(C)(C)C(C)(C)O1>CN(C=O)C>[CH3:15][C:16]1[C:17]([C:2]2[CH:7]=[CH:6][C:5]([C:8]3[N:12]=[C:11]([CH3:13])[O:10][N:9]=3)=[CH:4][C:3]=2[CH3:14])=[CH:18][C:19]([NH:22][C:23]([C:25]2[CH:29]=[CH:28][S:27][CH:26]=2)=[O:24])=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 121219443-(4-Bromo-3-methylphenyl)-5-methyl-1,2,4-oxadiazoleHCID 21914662N-[4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-3-thiophenecarboxamide2×

Product 1

HCID 58629791Thiophene-3-carboxylic acid[6,2'-dimethyl-4'-(5-methyl-[1,2,4]oxadiazol-3-yl)biphenyl-3-yl]-amide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Example 31 was prepared using 3-(4-bromo-3-methylphenyl)-5-methyl-[1,2,4]oxadiazole and N-[4methyl-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 31 was prepared

Sources & evidence

ORD record
ord-1c2efb6d7a204208a663c64b3d7d56a3
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Reaction notes

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