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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923884Generated: October 26, 2026

3-Methylpyrrolidin-3-ol hydrochloride → 5-Bromo-6-(3-hydroxy-3-methylpyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide

https://huagongshe.com/reaction/923884

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methylpyrrolidin-3-ol hydrochlorideHCID 53346559—
Reactant5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 86702595—
Product5-Bromo-6-(3-hydroxy-3-methylpyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 89906911—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Stage 12.1 using 5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 12.2) and 3-methylpyrrolidin-3-ol hydrochloride to afford a white solid. UPLC-MS (condition 1) tR=2.79 min, m/z=460.9/461.9 [M+H]+, m/z=458.0/460 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.34 (s, 3H) 1.76-1.93 (m, 2H) 3.63 (d, 1H) 3.68 (d, 1H) 3.70-3.76 (m, 1H) 3.88-3.97 (m, 1H) 4.82 (s, 1H) 7.35 (d, J=8.31 Hz, 2H) 7.85 (d, J=9.05 Hz, 2H) 8.33 (d, J=2.20 Hz, 1H) 8.67 (d, J=2.20 Hz, 1H) 10.22 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-5b3c59963c8c4d48bb875fc812b2e0aa
Source noteuspto-grants-2016_03