2,6-Lutidine → HCID 86652692, Verbindung

HRID 2095522

Reaktionsgleichung

Reaktionsgleichung von HRID 2095522
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])[NH2:6].Br[CH:17]([CH3:23])[C:18]([O:20][CH2:21][CH3:22])=[O:19].N1C(C)=CC=CC=1C>C(#N)C>[CH2:21]([O:20][C:18](=[O:19])[CH:17]([NH:6][C:5]1[CH:7]=[CH:8][C:9]([C:10]([F:11])([F:12])[F:13])=[C:3]([C:2]([F:14])([F:15])[F:1])[CH:4]=1)[CH3:23])[CH3:22]

Komponenten

5

Edukt 3

HCID 79372,6-Lutidine3×HCID 79040Ethyl 2-bromopropionate3×HCID 15485793,4-Bis(trifluoromethyl)aniline

Produkt 1

HCID 86652692HCID 86652692, VerbindungAusbeute 49 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In analogy to intermediate 40B, 3,4-bis(trifluoromethyl)aniline and ethyl 2-bromopropionate with 2,6-lutidine were heated for 20 h at 82° C., diluted with acetonitrile and treated with 1 equivalent of ethyl 2-bromopropionate and 2,6-lutidine and refluxed for 2 days, treated again with 1 equivalent of ethyl 2-bromopropionate and 2,6-lutidine and continued to reflux for 2 days. Workup and purification by flash silica gel column (n-heptane/ethyl acetate 9:1 to 2:1) yielded 49% of the titled compound as yellow oil. MS: 328.08 (M−H−).

Aufarbeitung

  1. temperaturerefluxed for 2 days
  2. temperatureto reflux for 2 days
  3. customWorkup and purification by flash silica gel column (n-heptane/ethyl acetate 9:1 to 2:1)

Quellen und Nachweise

ORD-Eintrag
ord-6f8ee845b05c404b896f0b54c7f716e9
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08445674B2

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