Tetrahydrofuran → 2-Chloro-4-[4-(4-fluorophenyl)-5,6-dihydropyridin-1(2H)-yl]-1,3,5-triazine

HRID 1477677Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1477677
O1CCCC1.Cl.[F:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH:19]=2)=[CH:10][CH:9]=1.C(=O)([O-])[O-].[Na+].[Na+].[Cl:26][C:27]1[N:32]=[C:31](Cl)[N:30]=[CH:29][N:28]=1>C(OCC)(=O)C.O>[Cl:26][C:27]1[N:32]=[C:31]([N:17]2[CH2:16][CH2:15][C:14]([C:11]3[CH:12]=[CH:13][C:8]([F:7])=[CH:9][CH:10]=3)=[CH:19][CH2:18]2)[N:30]=[CH:29][N:28]=1

Komponenten

7

Edukt 4

HCID 8028TetrahydrofuranHCID 10340Sodium CarbonateHCID 178102,4-Dichloro-1,3,5-triazineHCID 1977474-(4-Fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride

Produkt 1

HCID 1178392512-Chloro-4-[4-(4-fluorophenyl)-5,6-dihydropyridin-1(2H)-yl]-1,3,5-triazineAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a tetrahydrofuran (10 mL)-water (4.0 mL) solution of 4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride (1.43 g, 6.67 mmol) and sodium carbonate (1.56 g, 14.7 mol), 2,4-dichloro-1,3,5-triazine (1.00 g, 6.67 mmol) was added at 0° C. and the resultant mixture was stirred for 1 hour. After completion of the reaction, ethyl acetate was added to the reaction solution and the resultant mixture was washed with each of saturated ammonium chloride aqueous solution and saturated sodium chloride aqueous solution. The obtained organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform) to obtain the title compound (1.64 g, yield 85%).

Aufarbeitung

  1. additionwas added to the reaction solution
  2. washthe resultant mixture was washed with each of saturated ammonium chloride aqueous solution and saturated sodium chloride aqueous solution
  3. dry with materialThe obtained organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-d3a2d400781c4d889a38cf463dbb9f3d
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09403798B2

Notizen zur Reaktion

Wird geladen…