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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924028Generated: October 25, 2026

(Pyrimidin-5-yl)boronic acid → N-(4-(Chlorodifluoromethoxy)phenyl)-6-((2-hydroxyethyl)(methyl)amino)-5-(pyrimidin-5-yl)nicotinamide

https://huagongshe.com/reaction/924028

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
Reactant5-bromo-N-(4-(chlorodifluoromethoxy)phenyl)-6-((2-hydroxyethyl)(methyl)amino)nicotinamideHCID 89906702—
ProductN-(4-(Chlorodifluoromethoxy)phenyl)-6-((2-hydroxyethyl)(methyl)amino)-5-(pyrimidin-5-yl)nicotinamideHCID 89908444—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 169 using 5-bromo-N-(4-(chlorodifluoromethoxy)phenyl)-6-((2-hydroxyethyl)(methyl)amino)nicotinamide (Stage 179.1) and pyrimidin-5-ylboronic acid to afford a white crystalline solid. HPLC (Condition 4) tR=5.02 min, UPLC-MS (Condition 3) tR=0.96 min, m/z=450.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 2.69 (s, 3H) 3.38-3.65 (m, 4H) 4.67 (t, J=5.08 Hz, 1H) 7.34 (d, J=8.21 Hz, 2H) 7.85 (d, J=8.99 Hz, 2H) 8.13 (d, J=2.35 Hz, 1H) 8.75 (d, J=1.56 Hz, 1H) 8.95 (s, 2H) 9.17 (s, 1H) 10.22 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-82ae520a3094460793d915d3fde4ac35
Source noteuspto-grants-2016_03