Ammonium Hydroxide → N-[2-[4-(t-butyl)phenyl]ethyl]-1,5-naphthyridin-4-amine

HRID 2255362Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2255362
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][N:10]=2)[N:5]=[CH:4][CH:3]=1.[C:12]([C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][NH2:24])=[CH:18][CH:17]=1)([CH3:15])([CH3:14])[CH3:13].[OH-].[NH4+]>O>[C:12]([C:16]1[CH:17]=[CH:18][C:19]([CH2:22][CH2:23][NH:24][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][N:10]=3)[N:5]=[CH:4][CH:3]=2)=[CH:20][CH:21]=1)([CH3:15])([CH3:13])[CH3:14]

Komponenten

5

Edukt 3

HCID 14923Ammonium HydroxideHCID 5962624-Chloro-1,5-naphthyridineHCID 27356892-(4-Tert-butylphenyl)ethan-1-amine

Produkt 1

HCID 19737873N-[2-[4-(t-butyl)phenyl]ethyl]-1,5-naphthyridin-4-amineAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A mixture of 500 mg of 4-chloro-1,5-naphthyridine and 1.0 g of N-[2-[4-(t-butyl)phenyl]ethyl]amine was stirred at 130° C. for 30 minutes. Then a 50/50 mixture of ammonium hydroxide and water was added. The product was extracted into methylene chloride, which was then concentrated. The product was purified by HPLC (silica gel, 20% ethyl acetate/80% pentane). The fractions containing the major product were collected and concentrated giving 0.277 mg of the title product as an oil. Yield 30%.

Aufarbeitung

  1. additionwas added
  2. extractionThe product was extracted into methylene chloride, which
  3. concentrationwas then concentrated
  4. customThe product was purified by HPLC (silica gel, 20% ethyl acetate/80% pentane)
  5. additionThe fractions containing the major product
  6. customwere collected
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-6182ed75fcdf4aa9a3fa262de0b2afc2
Quelldatensatz
uspto-grants-1993_08
Patentnummer
US05240916

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