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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1039897Erstellt: 27. Oktober 2026

Acetic Acid → N-(3-bromo-5-methylphenyl)-4-(difluoromethyl)pyrimidin-2-amine

https://huagongshe.com/reaction/1039897

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
Edukt3-Bromo-5-methylanilineHCID 3018526—
Edukt2-Chloro-4-(difluoromethyl)pyrimidineHCID 71742924—
LösungsmittelDichloromethaneHCID 6344—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktN-(3-bromo-5-methylphenyl)-4-(difluoromethyl)pyrimidin-2-amineHCID 6724936372,2%

Reaktionsschritte

The product of Step 1 (4.75 g, 23 mmol) and 3-bromo-5-methylaniline (5.59 g, 30 mmol) were diluted with dioxane (33 mL) to which AcOH (1.32 mL, 23 mmol) was added. The resulting mixture was heated to reflux and kept stirring for 30 h after which it was recooled to room temperature, diluted with CH2Cl2 and absorbed on silica prior to purification by flash chromatography to afford N-(3-bromo-5-methylphenyl)-4-(difluoromethyl)pyrimidin-2-amine (5.2 g, 16.6 mmol). 1H NMR (600 MHz, CDCl3) δ 8.58 (d, J=4.9, 1H), 7.75 (s, 1H), 7.32 (s, 1H), 7.21 (s, 1H), 7.06-6.92 (m, 2H), 6.50-6.27 (m, 1H), 2.30 (s, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08551984B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-df048a4742b74de5b0754b42f0cb59c9
Quellennotizuspto-grants-2013_10