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

HRID 525657

Reaktionsgleichung

Reaktionsgleichung von HRID 525657
[Br:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8].Cl.[CH3:24][C:25]1([OH:30])[CH2:29][CH2:28][NH:27][CH2:26]1>>[Br:1][C:2]1[C:3]([N:27]2[CH2:28][CH2:29][C:25]([OH:30])([CH3:24])[CH2:26]2)=[N:4][CH:5]=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8]

Komponenten

3

Edukt 2

HCID 533465593-Methylpyrrolidin-3-ol hydrochlorideHCID 867025955-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide

Produkt 1

HCID 899069115-Bromo-6-(3-hydroxy-3-methylpyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide

Versuchsvorschrift

The title compound was prepared in an analogous fashion to that described in Stage 6.1 using 5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 6.2) 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).

Aufarbeitung

  1. customto afford a white solid

Quellen und Nachweise

ORD-Eintrag
ord-8589efeb894046e0a02674d271add2e6
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340537B2

Verknüpfte Notizen

Wird geladen…