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

HRID 31465

Reaction equation

HRID 31465 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.CC1(C)C(C)(C)OB(C2C=CC=CC=2C(NC2SC=CN=2)=O)O1.[CH3:37][C:38]1[CH:51]=[CH:50][C:41]([C:42]([NH:44][C:45]2[S:46][CH:47]=[CH:48][N:49]=2)=[O:43])=[CH:40][C:39]=1B1OC(C)(C)C(C)(C)O1>CC(O)C>[S:46]1[CH:47]=[CH:48][N:49]=[C:45]1[NH:44][C:42]([C:41]1[CH:40]=[C:39]([C:2]2[CH:7]=[CH:6][C:5]([C:8]3[O:9][C:10]([CH3:13])=[N:11][N:12]=3)=[CH:4][CH:3]=2)[C:38]([CH3:37])=[CH:51][CH:50]=1)=[O:43]

Participants

5

Reactant 3

HCID 6765692-(4-Iodophenyl)-5-methyl-[1,3,4]oxadiazole2×HCID 219145174-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-N-(thiazol-2-yl)-benzamideHCID 866046964,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl-N-(thiazol-2-yl)-benzamide

Product 1

HCID 100909366-Methyl-4'-(5-methyl-[1,3,4]oxadiazol-2-yl)biphenyl-3-carboxylic acid thiazol-2-ylamide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Example 38 was prepared using 2-(4-iodophenyl)-5-methyl-[1,3,4]oxadiazole (Intermediate 15) and 4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl-N-(thiazol-2-yl)-benzamide (Intermediate 22) with propan-2-ol as the solvent.

Workup

  1. customExample 38 was prepared

Sources & evidence

ORD record
ord-2694e2157cdf459d9a5f59f9b3c32dea
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Linked notes

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