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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629122Generated: October 27, 2026

3-Fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 2-Chloro-5'-fluoro-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide

https://huagongshe.com/reaction/629122

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 16414268—
Reactant6-chloro-5-iodo-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 86702599—
Product2-Chloro-5'-fluoro-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamideHCID 72201586—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 56 using 6-chloro-5-iodo-N-(4-(trifluoromethoxy)phenyl)nicotinamide and 3-fluoropyridine-5-boronic acid pinacol ester to afford the title product as a beige solid. UPLC-MS (Condition 2) tR=1.13 min, m/z=412 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 7.39 (d, J=8.99 Hz, 2H) 7.85 (d, J=8.99 Hz, 2H) 8.02-8.12 (m, 1H) 8.49 (d, J=2.35 Hz, 1H) 8.64-8.76 (m, 2H) 8.99 (dd, J=2.35, 0.78 Hz, 1H) 10.65 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315489B2
Source datasetuspto-grants-2016_04
ORD IDord-aae2fc1a1fd84ab0b9913ccb7beb6646
Source noteuspto-grants-2016_04