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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924149Generated: October 31, 2026

2-Chloro-5-fluoropyridine-3-boronic acid pinacol ester → HCID 118195348, compound

https://huagongshe.com/reaction/924149

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-5-fluoropyridine-3-boronic acid pinacol esterHCID 53398370—
Reactant(R)-5-Bromo-N-(4-(chlorodifluoromethoxy)phenyl)-6-(3-hydroxypyrrolidin-1-yl)nicotinamideHCID 72545856—
ProductHCID 118195348HCID 118195348—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 287 using (R)-5-bromo-N-(4-(chlorodifluoromethoxy)phenyl)-6-(3-hydroxypyrrolidin-1-yl)nicotinamide (Stage 171.1) and 2-chloro-5-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine to afford a slightly rose powder. UPLC-MS (Condition 3), tR=1.09 min, m/z=513.2/515.1 [M+H]+; 1H-NMR (600 MHz, DMSO-d6) δ ppm 1.67-1.96 (m, 2H) 2.86-3.50 (m, 4H) 4.14-4.29 (m, 1H) 7.33 (d, J=8.78 Hz, 2H) 7.85 (d, J=9.15 Hz, 2H) 7.97-8.02 (m, 1H) 8.02-8.21 (m, J=8.42, 2.93 Hz, 1H) 8.55 (t, J=3.11 Hz, 1H) 8.81 (dd, J=7.68, 2.20 Hz, 1H) 10.17 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-663c04f250c048e39508364fdda2b360
Source noteuspto-grants-2016_03