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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923942Generated: October 30, 2026

2-Methylpyridine-5-boronic acid → 2-(3-(2-Hydroxypropan-2-yl)pyrrolidin-1-yl)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide

https://huagongshe.com/reaction/923942

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methylpyridine-5-boronic acidHCID 2763081—
Reactant5-Bromo-6-(3-(2-hydroxypropan-2-yl)pyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 89907811—
Product2-(3-(2-Hydroxypropan-2-yl)pyrrolidin-1-yl)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamideHCID 118195101—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 113 using 5-bromo-6-(3-(2-hydroxypropan-2-yl)pyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 113.1) and (6-methylpyridin-3-yl)boronic acid to afford an off-white amorphous solid. HPLC (Condition 4) tR=4.38 min, UPLC-MS (Condition 7) m/z=501.2 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.00 (d, J=16.03 Hz, 6H) 1.55-1.80 (m, 2H) 1.95-2.12 (m, 1H) 2.48 (s, 3H) 2.99-3.20 (m, 3H) 3.22-3.35 (m, 1H) 4.26 (s, 1H) 7.32 (dd, J=8.21, 5.86 Hz, 3H) 7.67 (dd, J=7.82, 2.35 Hz, 1H) 7.78-7.89 (m, 2H) 7.96 (d, J=2.35 Hz, 1H) 8.47 (d, J=2.35 Hz, 1H) 8.72 (d, J=2.35 Hz, 1H) 10.13 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-d1bab306229849e4b7c30c539954c0ca
Source noteuspto-grants-2016_03