3,4-Dimethoxyaniline → 4-(3,4-Dimethoxyanilino)-2-phenyl-6-(trifluoromethyl)pyrimidine

HRID 1765181

Reaktionsgleichung

Reaktionsgleichung von HRID 1765181
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:3]=1.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:26]=1[O:27][CH3:28])[NH2:23]>>[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:26]=1[O:27][CH3:28])[NH:23][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:3]=1

Komponenten

3

Edukt 2

HCID 227703,4-DimethoxyanilineHCID 6141014-Chloro-2-phenyl-6-(trifluoromethyl)pyrimidine

Produkt 1

HCID 102708094-(3,4-Dimethoxyanilino)-2-phenyl-6-(trifluoromethyl)pyrimidine

Versuchsvorschrift

The title compound was prepared from a mixture of 4-chloro-2-phenyl-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol) and 3,4-dimethoxyaniline (44 mg, 0.290 mmol) similar to Example 75. The mixture was extracted with ethyl acetate (75 ml), washed with water (2×25 ml), washed with aqueous saturated NaCl (1×25 ml), and dried over anhydrous sodium sulfate. The ethyl acetate solution was rotary evaporated to dryness. The residual was purified by column chromatography and isolated as a yellow oil (35 mg, 48%). 1H NMR (CDCl3): 8.45–8.42 (m, 2H), 7.50–7.44 (m, 3H), 7.25 (s, 1H), 7.02 (s, 1H), 6.90 (s, 2H), 6.74 (s, 1H), 3.91 (s, 3H), 3.87 (s, 3H).

Aufarbeitung

  1. extractionThe mixture was extracted with ethyl acetate (75 ml)
  2. washwashed with water (2×25 ml)
  3. washwashed with aqueous saturated NaCl (1×25 ml)
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe ethyl acetate solution was rotary evaporated to dryness
  6. customThe residual was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f6888e38c0624f11b2e6962b87e7355b
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07226927B2

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