3-Pyridinylboronic acid → 2-((2-Hydroxyethyl)amino)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide

HRID 923999Notes

Reaction equation

HRID 923999 reaction equation
Br[C:2]1[C:3]([NH:22][CH2:23][CH2:24][OH:25])=[N:4][CH:5]=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8].[N:26]1[CH:31]=[CH:30][CH:29]=[C:28](B(O)O)[CH:27]=1>>[OH:25][CH2:24][CH2:23][NH:22][C:3]1[C:2]([C:28]2[CH:27]=[N:26][CH:31]=[CH:30][CH:29]=2)=[CH:21][C:6]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=2)=[O:8])=[CH:5][N:4]=1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 899069615-bromo-6-((2-hydroxyethyl)amino)-N-(4-(trifluoromethoxy)phenyl)nicotinamide

Product 1

HCID 1181951032-((2-Hydroxyethyl)amino)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide

Procedure

The title compound was prepared in an analogous fashion to that described in Example 152 using 5-bromo-6-((2-hydroxyethyl)amino)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 159.1) and pyridin-3-ylboronic acid. LC-MS (Condition 6) tR=0.88 min, m/z=419.0 [M+H]+.

Sources & evidence

ORD record
ord-6137fa0875314c6fb1e7f85fe8df86cc
Source dataset
uspto-grants-2016_03
Patent number
US09278981B2

Reaction notes

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