2,4-Dichloro-6-methoxy-3,5-triazine → 4-Chloro-6-methoxy-N-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1,3,5-triazin-2-amine

HRID 517483

Reaktionsgleichung

Reaktionsgleichung von HRID 517483
Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([O:9][CH3:10])[N:3]=1.CCN(C(C)C)C(C)C.[F:20][C:21]([F:33])([F:32])[O:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][NH2:31])=[CH:25][CH:24]=1>C(#N)C>[Cl:8][C:6]1[N:5]=[C:4]([O:9][CH3:10])[N:3]=[C:2]([NH:31][CH2:30][CH2:29][C:26]2[CH:25]=[CH:24][C:23]([O:22][C:21]([F:20])([F:32])[F:33])=[CH:28][CH:27]=2)[N:7]=1

Komponenten

5

Edukt 3

HCID 192672,4-Dichloro-6-methoxy-3,5-triazineHCID 81531DiisopropylethylamineHCID 106320402-[4-(Trifluoromethoxy)phenyl]ethan-1-amine

Produkt 1

HCID 896196194-Chloro-6-methoxy-N-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1,3,5-triazin-2-amineAusbeute 90,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of 5 g of 2,4-dichloro-6-methoxy-1,3,5-triazine in 50 ml of acetonitrile is cooled on an ice bath, 3.55 ml of DIPEA and then 5.13 g of 2-[4-(trifluoromethoxy)phenyl]ethanamine are added and the mixture is stirred for 30 minutes. The reaction mixture is partially concentrated under vacuum, an EtOAc/water mixture is added, the phases are separated by settling, the organic phase is washed with saturated NaCl solution and dried over MgSO4, and the solvent is evaporated off under vacuum. The precipitate formed during the evaporation is drained by suction, washed with EtOAc and dried. 7.89 g of the expected compound are obtained.

Aufarbeitung

  1. concentrationThe reaction mixture is partially concentrated under vacuum
  2. additionan EtOAc/water mixture is added
  3. customthe phases are separated
  4. washthe organic phase is washed with saturated NaCl solution
  5. dry with materialdried over MgSO4
  6. customthe solvent is evaporated off under vacuum
  7. customThe precipitate formed during the evaporation
  8. washwashed with EtOAc
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-db652a6b705346deb2812c9a881d2ec1
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115121B2

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