N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide → 4'-(5-Dimethylaminomethyl-[1,3,4]oxadiazol-2-yl)-6-methyl-biphenyl-3-carboxylic acid cyclopropylamide

HRID 31445Notes

Reaction equation

HRID 31445 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([CH2:13][N:14]([CH3:16])[CH3:15])=[N:10][N:9]=2)=[CH:4][CH:3]=1.[CH:17]1([NH:20][C:21](=[O:38])[C:22]2[CH:27]=[CH:26][C:25]([CH3:28])=[C:24](B3OC(C)(C)C(C)(C)O3)[CH:23]=2)[CH2:19][CH2:18]1>>[CH:17]1([NH:20][C:21]([C:22]2[CH:27]=[C:26]([C:2]3[CH:7]=[CH:6][C:5]([C:8]4[O:12][C:11]([CH2:13][N:14]([CH3:16])[CH3:15])=[N:10][N:9]=4)=[CH:4][CH:3]=3)[C:25]([CH3:28])=[CH:24][CH:23]=2)=[O:38])[CH2:18][CH2:19]1

Participants

3

Reactant 2

HCID 21914577N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide2×HCID 69314787[5-(4-Iodophenyl)-[1,3,4]oxadiazol-2-ylmethyl]-dimethylamine2×

Product 1

HCID 103849074'-(5-Dimethylaminomethyl-[1,3,4]oxadiazol-2-yl)-6-methyl-biphenyl-3-carboxylic acid cyclopropylamide

Procedure

Example 16 was prepared from [5-(4-iodophenyl)-[1,3,4]oxadiazol-2-ylmethyl]-dimethylamine (Intermediate 11) and N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)benzamide (Intermediate 17).

Sources & evidence

ORD record
ord-49e9a0e17abb418aaa116f08f74710b5
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Reaction notes

Loading…