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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629123Generated: October 31, 2026

(5-Fluoropyridin-3-yl)boronic acid → 2-Chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5'-fluoro-[3,3'-bipyridine]-5-carboxamide

https://huagongshe.com/reaction/629123

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(5-Fluoropyridin-3-yl)boronic acidHCID 44717403—
Reactant6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-iodonicotinamideHCID 86702626—
Product2-Chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5'-fluoro-[3,3'-bipyridine]-5-carboxamideHCID 72201587—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 76 using 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-iodonicotinamide (Stage 76.1) and 3-Fluoropyridine-5-boronic acid pinacolester (80° C. instead of 90° C.) to afford the title compound as a white solid. UPLC-MS (Condition 2)) tR=1.17 min, m/z=425.9/427.9 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 7.42 (d, J=8.68 Hz, 2H) 7.60 (dd, J=7.89, 4.83 Hz, 1H) 7.88 (d, J=9.05 Hz, 2H) 8.07 (dt, J=7.82, 1.90 Hz, 1H) 8.49 (d, J=2.32 Hz, 1H) 8.71 (dd, J=4.83, 1.41 Hz, 1H) 8.81 (d, J=2.08 Hz, 1H) 9.00 (d, J=2.20 Hz, 1H) 10.68 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315489B2
Source datasetuspto-grants-2016_04
ORD IDord-ef986151a8b64ed0b3b64aa422268a1e
Source noteuspto-grants-2016_04