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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923977Generated: October 25, 2026

3-Pyridinylboronic acid → 2-(3-(2-Hydroxypropan-2-yl)azetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide

https://huagongshe.com/reaction/923977

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Pyridinylboronic acidHCID 2734378—
Reactant5-bromo-6-(3-(2-hydroxypropan-2-yl)azetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 89907283—
Product2-(3-(2-Hydroxypropan-2-yl)azetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamideHCID 118195199—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 128 using 5-bromo-6-(3-(2-hydroxypropan-2-yl)azetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 142.1) and pyridin-3-ylboronic acid to afford an off-white powder. HPLC (Condition 4) tR=4.61 min, UPLC-MS (Condition 7) m/z=473.1 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 0.93 (s, 6H) 3.24-3.34 (m, 1H) 3.59 (m, J=8.60 Hz, 4H) 4.36 (s, 1H) 7.33 (d, J=8.60 Hz, 2H) 7.49 (dd, J=7.82, 4.69 Hz, 1H) 7.84 (d, J=8.99 Hz, 3H) 8.00 (d, J=1.95 Hz, 1H) 8.53-8.62 (m, 1H) 8.65 (d, J=1.95 Hz, 1H) 8.74 (d, J=1.96 Hz, 1H) 10.18 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-ab6791229d7f44248d24f0ff83362be1
Source noteuspto-grants-2016_03