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

HRID 31463

Reaction equation

HRID 31463 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([CH3:13])=[N:11][N:12]=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>CC(O)C>[N:28]1([C:24]2[CH:23]=[C:22]([NH:21][C:19]([C:18]3[CH:34]=[C:35]([C:2]4[CH:7]=[CH:6][C:5]([C:8]5[O:9][C:10]([CH3:13])=[N:11][N:12]=5)=[CH:4][CH:3]=4)[C:15]([CH3:14])=[CH:16][CH:17]=3)=[O:20])[CH:27]=[CH:26][CH:25]=2)[CH2:29][CH2:30][O:31][CH2:32][CH2:33]1

Participants

4

Reactant 2

HCID 6765692-(4-Iodophenyl)-5-methyl-[1,3,4]oxadiazole2×HCID 597915214-methyl-N-[3-(4-morpholinyl)phenyl]-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzamide2×

Product 1

HCID 100496196-Methyl-4'-(5-methyl-[1,3,4]oxadiazol-2-yl)-biphenyl-3-carboxylic acid (3-morpholin-4yl-phenyl)-amide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Example 36 was prepared using 2-(4-iodophenyl)-5-methyl-[1,3,4]oxadiazole (Intermediate 15) and 4-methyl-N-(3-morpholin-4-phenyl)-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide (Intermediate 5) with propan-2-ol as the solvent.

Workup

  1. customExample 36 was prepared

Sources & evidence

ORD record
ord-a4b8d48e0080424d84f52a79d258df2c
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Linked notes

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