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

HRID 31443Notes

Reaction equation

HRID 31443 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([CH2:13][N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[N:10][N:9]=2)=[CH:4][CH:3]=1.[CH:20]1([NH:23][C:24](=[O:41])[C:25]2[CH:30]=[CH:29][C:28]([CH3:31])=[C:27](B3OC(C)(C)C(C)(C)O3)[CH:26]=2)[CH2:22][CH2:21]1>>[CH:20]1([NH:23][C:24]([C:25]2[CH:30]=[C:29]([C:2]3[CH:7]=[CH:6][C:5]([C:8]4[O:12][C:11]([CH2:13][N:14]5[CH2:19][CH2:18][O:17][CH2:16][CH2:15]5)=[N:10][N:9]=4)=[CH:4][CH:3]=3)[C:28]([CH3:31])=[CH:27][CH:26]=2)=[O:41])[CH2:21][CH2:22]1

Participants

3

Reactant 2

HCID 21914577N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide2×HCID 693177844-[5-(4-Iodophenyl)-[1,3,4]oxadiazol-2-ylmethyl]-morpholine2×

Product 1

HCID 103872956-Methyl-4'-(5-morpholin-4-ylmethyl-[1,3,4]oxadiazol-2-yl)-biphenyl-3-carboxylic acid cyclopropylamide

Procedure

Example 14 was prepared from 4-[5-(4-iodophenyl)-[1,3,4]oxadiazol-2-ylmethyl]-morpholine (Intermediate 10) 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-33175f4281f24e8abc87ddb390bc80d6
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Reaction notes

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