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

HRID 31433Notes

Reaction equation

HRID 31433 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.[CH3:14][C:15]1[CH:35]=[CH:34][C:18]([C:19]([NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([N:28]3[CH2:33][CH2:32][O:31][CH2:30][CH2:29]3)[CH:23]=2)=[O:20])=[CH:17][C:16]=1B1OC(C)(C)C(C)(C)O1>>[CH3:14][C:15]1[C:35]([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][CH:3]=2)=[CH:34][C:18]([C:19]([NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([N:28]3[CH2:33][CH2:32][O:31][CH2:30][CH2:29]3)[CH:23]=2)=[O:20])=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 8235603-(4-Bromophenyl)-5-methyl-1,2,4-oxadiazoleHCID 597915214-methyl-N-[3-(4-morpholinyl)phenyl]-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzamide2×

Product 1

HCID 100726716-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-N-[3-(4-morpholinyl)phenyl][1,1'-biphenyl]-3-carboxamide

Procedure

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

Workup

  1. customExample 3 was prepared

Sources & evidence

ORD record
ord-0161f162819c4cb8a0299fa0a560f768
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Reaction notes

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