Acetic Acid → HCID 67250894, Verbindung

HRID 410388

Reaktionsgleichung

Reaktionsgleichung von HRID 410388
Cl[C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][N:3]=1.[Br:10][C:11]1[CH:12]=[C:13]([CH:15]=[C:16]([CH3:18])[CH:17]=1)[NH2:14].C(O)(=O)C>O1CCOCC1>[Br:10][C:11]1[CH:12]=[C:13]([NH:14][C:2]2[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][N:3]=2)[CH:15]=[C:16]([CH3:18])[CH:17]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 5889352-Chloro-4-methoxypyrimidineHCID 30185263-Bromo-5-methylaniline

Produkt 1

HCID 67250894HCID 67250894, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A 10-20 mL microwave vial was charged with 2-chloro-4-methoxypyrimidine (0.835 g, 5.78 mmol), 3-bromo-5-methylaniline (1.075 g, 5.78 mmol), acetic acid (0.347 mL, 6.06 mmol) and dioxane (11.55 mL). The system was purged and flushed with Ar(g) three times before sealing and heating to 120° C. for 3 hours. The mixture was cooled and stirred overnight. The light brown solids were collected by filtration and were dried in a vacuum oven overnight to yield N-(3-bromo-5-methylphenyl)-4-methoxypyrimidin-2-amine (1.7 g, 5.78 mmol, 100% yield) as a tan solid. MS ESI: [M+H]+ m/z 296.0.

Aufarbeitung

  1. customThe system was purged
  2. customflushed with Ar(g) three times
  3. temperatureThe mixture was cooled
  4. filtrationThe light brown solids were collected by filtration
  5. customwere dried in a vacuum oven overnight

Quellen und Nachweise

ORD-Eintrag
ord-842358daa5af4a84a723a68096a3efff
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759366B2

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