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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923966Generated: October 30, 2026

Trimethylboroxine → 5'-Fluoro-2-(3-hydroxy-3-methylazetidin-1-yl)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide

https://huagongshe.com/reaction/923966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylboroxineHCID 574072—
Reactant6'-chloro-5'-fluoro-2-(3-hydroxy-3-methylazetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamideHCID 89906951—
Product5'-Fluoro-2-(3-hydroxy-3-methylazetidin-1-yl)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamideHCID 118195173—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 52 using 6′-chloro-5′-fluoro-2-(3-hydroxy-3-methylazetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)-[3,3′-bipyridine]-5-carboxamide (Example 134) and trimethyl-boroxine. HPLC (Condition 4) tR=5.26 min, UPLC-MS (Condition 3) tR=1.09 min, m/z=477.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.29 (s, 3H) 2.42-2.55 (m, 3H) 3.50-3.65 (m, 4H) 5.46 (d, J=0.78 Hz, 1H) 7.34 (d, J=8.99 Hz, 2H) 7.74 (d, J=10.56 Hz, 1H) 7.83 (d, J=8.60 Hz, 2H) 7.97-8.05 (m, 1H) 8.37 (s, 1H) 8.71-8.78 (m, 1H) 10.19 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-185aea2e8e744c6f8ca40d6a1327cb91
Source noteuspto-grants-2016_03