6-(1,2-epoxyethyl)-2-phenyl-4H-1,3-dioxino[5,4-b]pyridine → N-[[4-[4-[[6-[[2-Hydroxy-2-(2-phenyl-4H-1,3-dioxino[5,4-b]pyridin-6-yl]ethyl](phenylmethyl)amino]hexyl]oxy]-1-butynyl]phenyl]methyl]pentanamide

HRID 1165273

Reaktionsgleichung

Reaktionsgleichung von HRID 1165273
[O:1]1[CH2:3][CH:2]1[C:4]1[N:9]=[C:8]2[CH2:10][O:11][CH:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:13][C:7]2=[CH:6][CH:5]=1.[C:20]1([CH2:26][NH:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][O:34][CH2:35][CH2:36][C:37]#[C:38][C:39]2[CH:44]=[CH:43][C:42]([CH2:45][NH:46][C:47](=[O:52])[CH2:48][CH2:49][CH2:50][CH3:51])=[CH:41][CH:40]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CO>[OH:1][CH:2]([C:4]1[N:9]=[C:8]2[CH2:10][O:11][CH:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:13][C:7]2=[CH:6][CH:5]=1)[CH2:3][N:27]([CH2:26][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][O:34][CH2:35][CH2:36][C:37]#[C:38][C:39]1[CH:40]=[CH:41][C:42]([CH2:45][NH:46][C:47](=[O:52])[CH2:48][CH2:49][CH2:50][CH3:51])=[CH:43][CH:44]=1

Komponenten

4

Edukt 2

HCID 137484036-(1,2-epoxyethyl)-2-phenyl-4H-1,3-dioxino[5,4-b]pyridineHCID 19862690N-[[4-[4-[[6-[(phenylmethyl)amino]hexyl]oxy]-1-butynyl]phenyl]methyl]pentanamide

Produkt 1

HCID 19862666N-[[4-[4-[[6-[[2-Hydroxy-2-(2-phenyl-4H-1,3-dioxino[5,4-b]pyridin-6-yl]ethyl](phenylmethyl)amino]hexyl]oxy]-1-butynyl]phenyl]methyl]pentanamideAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 6-oxiranyl-2-phenyl-4H-1,3-dioxino[5,4-b]pyridine (0.712 g) and N-[[4-[4-[[6-[(phenylmethyl)amino]hexyl]oxy]-1-butynyl]phenyl]methyl]pentanamide (1.25 g) in methanol (10 ml) was refluxed for 1l h. The methanol was evaporated to leave an oil which was purified by FCC eluting with ER to give the title compound as a yellow oil (1.02 g), t.l.c. ER:triethylamine (100:1) Rf 0.2

Aufarbeitung

  1. customThe methanol was evaporated
  2. customto leave an oil which
  3. customwas purified by FCC
  4. washeluting with ER

Quellen und Nachweise

ORD-Eintrag
ord-db31c16490614ef982ad91ad7706ae8e
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04908386

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