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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923964Generated: October 29, 2026

2-Methylpyridine-5-boronic acid → 2-(3-Hydroxy-3-methylazetidin-1-yl)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide

https://huagongshe.com/reaction/923964

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methylpyridine-5-boronic acidHCID 2763081—
Reactant5-Bromo-6-(3-hydroxy-3-methylazetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 89906498—
Product2-(3-Hydroxy-3-methylazetidin-1-yl)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamideHCID 118195076—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 128 using 5-bromo-6-(3-hydroxy-3-methylazetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 128.1) and (6-methylpyridin-3-yl)boronic acid. HPLC (Condition 4) tR=4.22 min, UPLC-MS (Condition 3) tR=0.95 min, m/z=459.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.27 (s, 3H) 2.52 (s, 3H) 3.45-3.61 (m, 4H) 5.41 (s, 1H) 7.34 (dd, J=8.21, 5.47 Hz, 3H) 7.72 (dd, J=8.21, 2.35 Hz, 1H) 7.80-7.88 (m, 2H) 7.97 (d, J=2.35 Hz, 1H) 8.49 (d, J=1.96 Hz, 1H) 8.73 (d, J=2.35 Hz, 1H) 10.18 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-7391ac5880cf42a3b9e5705a48dfc6f7
Source noteuspto-grants-2016_03