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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923834Generated: October 26, 2026

2-Methylpyridine-5-boronic acid → (R)-4-(3-Hydroxypyrrolidin-1-yl)-3-(6-methylpyridin-3-yl)-N-(4-(trifluoromethoxy)phenyl)benzamide

https://huagongshe.com/reaction/923834

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methylpyridine-5-boronic acidHCID 2763081—
Reactant(R)-3-bromo-4-(3-hydroxypyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)benzamideHCID 86702591—
Product(R)-4-(3-Hydroxypyrrolidin-1-yl)-3-(6-methylpyridin-3-yl)-N-(4-(trifluoromethoxy)phenyl)benzamideHCID 118195397—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 1 using (R)-3-bromo-4-(3-hydroxypyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)benzamide (Stage 2.1) and (6-methylpyridin-3-yl)boronic acid to afford a white solid. UPLC-MS (condition 1) tR=1.92, m/z=458.1-459.1 [M+H]+, m/z=456.2-457.3 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.69-1.78 (m, 1H) 1.81-1.91 (m, 1H) 2.53 (s, 3H) 2.67 (d, J=10.27 Hz, 1H) 3.00-3.08 (m, 2H) 3.18-3.28 (m, 1H) 4.16-4.21 (m, 1H) 4.83 (d, J=3.42 Hz, 1H) 6.93 (d, J=9.05 Hz, 1H) 7.30-7.36 (m, 3H) 7.68 (dd, J=7.95, 2.32 Hz, 1H) 7.77 (d, J=2.20 Hz, 1H) 7.84-7.92 (m, 3H) 8.48 (d, J=1.96 Hz, 1H) 10.09 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-7666074b37c44680b4c6b8c6f7265a7f
Source noteuspto-grants-2016_03