2,6-Dibromopyridine → 2-{3-[3,5-Bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-6-bromopyridine

HRID 2206901

Reaktionsgleichung

Reaktionsgleichung von HRID 2206901
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:4]=[C:5]([C:13]2([C:18]([F:21])([F:20])[F:19])[CH2:17][CH2:16][NH:15][CH2:14]2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[Br:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27](Br)[N:26]=1.C(N(CC)C(C)C)(C)C.CC(N(C)C)=O>C(OCC)(=O)C>[F:12][C:9]([F:10])([F:11])[C:7]1[CH:6]=[C:5]([C:13]2([C:18]([F:21])([F:19])[F:20])[CH2:17][CH2:16][N:15]([C:27]3[CH:28]=[CH:29][CH:30]=[C:25]([Br:24])[N:26]=3)[CH2:14]2)[CH:4]=[C:3]([C:2]([F:22])([F:1])[F:23])[CH:8]=1

Komponenten

6

Edukt 4

HCID 122742,6-DibromopyridineHCID 31374DimethylacetamideHCID 81531DiisopropylethylamineHCID 532621863-[3,5-Bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidine

Produkt 1

HCID 871585732-{3-[3,5-Bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-6-bromopyridineAusbeute 92,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidine (3.0 g), 2,6-dibromopyridine (2.22 g), N,N-diisopropylethylamine (2.2 g) and dimethylacetamide (15 ml) was reacted at 160° C. in a sealed tube for 1 hour. Upon the completion of the reaction, the mixture was added with ethyl acetate, washed with water and then saturated brine, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography to obtain 2-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-6-bromopyridine (4.0 g).

Aufarbeitung

  1. customwas reacted at 160° C. in a sealed tube for 1 hour
  2. customUpon the completion of the reaction
  3. washwashed with water
  4. dry with materialsaturated brine, dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-2b8d32244fdf469d902e787cde430c9e
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09375000B2

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