Hydrogen Bromide → 2-benzyl-5-(3-fluoro-4-hydroxyphenyl)-3-methyl-3H-pyrimidin-4-one

HRID 1993343Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1993343
Br.[CH2:2]([C:9]1[N:14]([CH3:15])[C:13](=[O:16])[C:12]([C:17]2[CH:22]=[CH:21][C:20]([O:23]C)=[C:19]([F:25])[CH:18]=2)=[CH:11][N:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CC(O)=O>[CH2:2]([C:9]1[N:14]([CH3:15])[C:13](=[O:16])[C:12]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([F:25])[CH:18]=2)=[CH:11][N:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Komponenten

4

Edukt 2

HCID 260Hydrogen BromideHCID 588288492-benzyl-5-(3-fluoro-4-methoxyphenyl)-3-methyl-3H-pyrimidin-4-one

Produkt 1

HCID 588288692-benzyl-5-(3-fluoro-4-hydroxyphenyl)-3-methyl-3H-pyrimidin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

HBr (40%, ACS reagent grade) was added to 2-benzyl-5-(3-fluoro-4-methoxyphenyl)-3-methyl-3H-pyrimidin-4-one (Step 4, 9 g, 26 mmol) in HOAc (90 mL). The reaction was heated to 130° C. and monitored by HPLC. After 3 h, the reaction was cooled to RT and the solid was collected by filtration. The solid was washed with H2O and Et2O and dried to afford the title compound as a yellow solid. MS (ESI pos. ion) m/z: 311.1. Calc'd for C18H15FN2O2: 310.11.

Aufarbeitung

  1. temperaturethe reaction was cooled to RT
  2. filtrationthe solid was collected by filtration
  3. washThe solid was washed with H2O and Et2O
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6a3154c5a0ad4342a3c983828a3626db
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07652009B2

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