Triethylamine → 3-[2-(2-Azabicyclo[2.2.2]oct-2-yl)ethyl]-1,2,3,4-tetrahydro-8-methoxy-5H-[1]benzopyrano[3,4-c]pyridin-5-one

HRID 1995309Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1995309
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]2[C:9]3[CH2:14][CH2:13][NH:12][CH2:11][C:10]=3[C:15](=[O:17])[O:16][C:5]=2[CH:4]=1.C(N(CC)CC)C.Cl.Cl[CH2:27][CH2:28][N:29]1[CH2:34][CH:33]2[CH2:35][CH2:36][CH:30]1[CH2:31][CH2:32]2>O>[CH:30]12[CH2:36][CH2:35][CH:33]([CH2:32][CH2:31]1)[CH2:34][N:29]2[CH2:28][CH2:27][N:12]1[CH2:13][CH2:14][C:9]2[C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=3[O:16][C:15](=[O:17])[C:10]=2[CH2:11]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 131369188-Methoxy-1,2,3,4-tetrahydro-chromeno[3,4-c]pyridin-5-oneHCID 204881482-(2-Chloroethyl)-2-azabicyclo[2.2.2]octane hydrochloride

Produkt 1

HCID 131890403-[2-(2-Azabicyclo[2.2.2]oct-2-yl)ethyl]-1,2,3,4-tetrahydro-8-methoxy-5H-[1]benzopyrano[3,4-c]pyridin-5-oneAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Prepared by the method described for Example 27 from 1,2,3,4-tetrahydro-8-methoxy-5H-[1]benzopyrano[3,4-c]pyridin-5-one (3.0 g, 0.013 moles), triethylamine (3.9 ml, 0.028 moles), and 2-(2-chloroethyl)-2-azabicyclo[2.2.2]octane hydrochloride (2.9 g, 0.014 moles). Reflux time is 3 weeks. The crude product is dissolved in water, extracted with ethyl acetate, precipitated by the addition of solid potassium carbonate, filtered off, rinsed with water, and dried to yield the final product (2.3 g), mp 112°-113° C.

Aufarbeitung

  1. customPrepared by the method
  2. temperatureReflux time
  3. waitis 3 weeks
  4. extractionextracted with ethyl acetate
  5. customprecipitated by the addition of solid potassium carbonate
  6. filtrationfiltered off
  7. washrinsed with water
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-156a1649d0e24fc5afb3aaed00bfaa85
Quelldatensatz
uspto-grants-1983_09
Patentnummer
US04404138

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