Acetic Acid → HCID 67248097, Verbindung

HRID 410567

Reaktionsgleichung

Reaktionsgleichung von HRID 410567
C(O)(=O)C.Cl[C:6]1[N:11]=[C:10]([CH:12]([CH3:14])[CH3:13])[CH:9]=[CH:8][N:7]=1.[Br:15][C:16]1[CH:17]=[C:18]([CH:20]=[C:21]([CH3:23])[CH:22]=1)[NH2:19]>O1CCOCC1>[Br:15][C:16]1[CH:17]=[C:18]([NH:19][C:6]2[N:11]=[C:10]([CH:12]([CH3:14])[CH3:13])[CH:9]=[CH:8][N:7]=2)[CH:20]=[C:21]([CH3:23])[CH:22]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 30185263-Bromo-5-methylanilineHCID 249019162-Chloro-4-(propan-2-yl)pyrimidine

Produkt 1

HCID 67248097HCID 67248097, VerbindungAusbeute 98,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

Acetic acid (0.192 mL, 3.35 mmol) was added to commercially available 2-chloro-4-(propan-2-yl)pyrimidine (0.5 g, 3.19 mmol) and 3-bromo-5-methylaniline (0.900 g, 3.19 mmol) suspended in dioxane (6.39 mL). Reaction was heated to 120° C. (bath temp) overnight. Then, the reaction was cooled to room temperature and purified by column chromatography on silica gel eluting with ethyl acetate and hexanes to give N-(3-bromo-5-methylphenyl)-4-(propan-2-yl)-pyrimidin-2-amine (959.8 mg, 3.13 mmol, 98%) as a white solid.

Aufarbeitung

  1. customReaction
  2. temperatureThen, the reaction was cooled to room temperature
  3. custompurified by column chromatography on silica gel eluting with ethyl acetate and hexanes

Quellen und Nachweise

ORD-Eintrag
ord-6f0a6f8c243e448aacaf35fdaef543d9
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759366B2

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