2-Methoxyethanol → 5-bromo-6-(2-methoxyethoxy)-N-(4-(trifluoromethoxy)phenyl)nicotinamide

HRID 629089Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 629089
[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].C([O-])([O-])=O.[K+].[K+].[CH3:29][O:30][CH2:31][CH2:32][OH:33]>>[Br:1][C:2]1[C:3]([O:33][CH2:32][CH2:31][O:30][CH3:29])=[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

4

Edukt 3

HCID 80192-MethoxyethanolHCID 11430Potassium CarbonateHCID 867025955-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide

Produkt 1

HCID 899074165-bromo-6-(2-methoxyethoxy)-N-(4-(trifluoromethoxy)phenyl)nicotinamide

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A mixture of 5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 44.2, 250 mg, 0.632 mmol) and K2CO3 (131 mg, 0.948 mmol) in 2-methoxyethanol (997 μl, 12.64 mmol) was stirred at 110° C. for 4 h. The solvent was evaporated off under reduced pressure to afford the title compound which was used directly. UPLC-MS (Condition 2) tR=1.18 min, m/z=435.2/437.2 [M+H]+; 1H-NMR (600 MHz, DMSO-d6) δ ppm 3.32 (s, 3H) 3.64-3.76 (m, 2H) 4.48-4.59 (m, 2H) 7.38 (d, J=8.66 Hz, 2H) 7.85 (d, J=9.03 Hz, 2H) 8.55 (d, J=2.07 Hz, 1H) 8.72 (d, J=2.07 Hz, 1H) 10.47 (s, 1H).

Aufarbeitung

  1. customThe solvent was evaporated off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ff4be1dd667a485ab6bf592ba2b0cbb5
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09315489B2

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