3,4,5-Trifluorophenol → 1-(4-Fluorophenyl)-9-methyl-2-(3,4,5-trifluorophenoxy)-1,9-dihydro-6H-purin-6-one

HRID 408837Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 408837
Cl[C:2]1[N:3]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[C:4](=[O:13])[C:5]2[N:6]=[CH:7][N:8]([CH2:11]C)[C:9]=2[N:10]=1.[F:21][C:22]1[CH:23]=[C:24]([OH:30])[CH:25]=[C:26]([F:29])[C:27]=1[F:28]>>[F:20][C:17]1[CH:18]=[CH:19][C:14]([N:3]2[C:4](=[O:13])[C:5]3[N:6]=[CH:7][N:8]([CH3:11])[C:9]=3[N:10]=[C:2]2[O:30][C:24]2[CH:23]=[C:22]([F:21])[C:27]([F:28])=[C:26]([F:29])[CH:25]=2)=[CH:15][CH:16]=1

Komponenten

3

Edukt 2

HCID 27779433,4,5-TrifluorophenolHCID 673277582-chloro-1-(4-fluorophenyl)-9-ethyl-1,9-dihydro-6H-purin-6-one

Produkt 1

HCID 576141551-(4-Fluorophenyl)-9-methyl-2-(3,4,5-trifluorophenoxy)-1,9-dihydro-6H-purin-6-one

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

A mixture of 2-chloro-1-(4-fluorophenyl)-9-ethyl-1,9-dihydro-6H-purin-6-one (55.6 mg, 0.20 mmol) and 3,4,5-trifluorophenol (0.40 mmol) is heated to 140° C. for 36 h. After cooling to RT, the crude mixture is purified by preparative HPLC to give the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6) 7.98 (1H, s), 7.55 (2H, m), 7.45 (2H, m), 7.34 (2H, m), 3.53 (3H, S). m/z=391.05 (M+1); RT=0.78 min.

Aufarbeitung

  1. temperatureAfter cooling to RT
  2. customthe crude mixture is purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-8ae295efacff432eaf44e98e4e4aad13
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759361B2

Notizen zur Reaktion

Wird geladen…