Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923968Generated: October 29, 2026

(Pyrimidin-5-yl)boronic acid → 6-(3-(Hydroxymethyl)azetidin-1-yl)-5-(pyrimidin-5-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide

https://huagongshe.com/reaction/923968

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
Reactant5-bromo-6-(3-(hydroxymethyl)azetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 89907980—
Product6-(3-(Hydroxymethyl)azetidin-1-yl)-5-(pyrimidin-5-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 89906950—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 128 using 5-bromo-6-(3-(hydroxymethyl)azetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 135.1) and pyrimidin-5-ylboronic acid. HPLC (Condition 4) tR=4.6 min, UPLC-MS (Condition 3) tR=0.90 min, m/z=446.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 2.53-2.68 (m, 1H) 3.38-3.53 (m, 4H) 3.63-3.77 (m, 2H) 4.68 (t, J=1.00 Hz, 1H) 7.33 (d, J=8.99 Hz, 2H) 7.83 (d, J=8.99 Hz, 2H) 8.05 (d, J=1.96 Hz, 1H) 8.77 (d, J=1.00 Hz, 1H) 8.89 (s, 2H) 9.15-9.31 (m, 1H) 10.18 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-7870b5ac3406414e86bf66b0d6c46933
Source noteuspto-grants-2016_03