(E)-5,5-bis(4-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester → (E)-N-[3-(8-isoquinolinyl) propyl]-5,5-bis(4-methoxyphenyl)-2,4-pentadienamide

HRID 1110626Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1110626
[N+](C1C=CC(O[C:11](=[O:32])/[CH:12]=[CH:13]/[CH:14]=[C:15]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=CC=1)([O-])=O.[CH:33]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][C:41]=2[CH2:43][CH2:44][CH2:45][NH2:46])[CH:36]=[CH:35][N:34]=1>O1CCCC1>[CH:33]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][C:41]=2[CH2:43][CH2:44][CH2:45][NH:46][C:11](=[O:32])/[CH:12]=[CH:13]/[CH:14]=[C:15]([C:16]2[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)[C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[CH:36]=[CH:35][N:34]=1

Komponenten

4

Edukt 2

HCID 14347315(E)-5,5-bis(4-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl esterHCID 149941278-Isoquinolinepropanamine

Produkt 1

HCID 14347375(E)-N-[3-(8-isoquinolinyl) propyl]-5,5-bis(4-methoxyphenyl)-2,4-pentadienamideAusbeute 68,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

As in Example 134, a solution of (E)-5,5-bis(4-methoxyphenyl) -2,4-pentadienoic acid 4-nitrophenyl ester (0.24 g) and 8-isoquinolinepropanamine (0.103 g) in tetrahydrofuran (5 mL) was stirred for 17 hours at room temperature and was worked up in the usual manner. The crude amide was purified by HPLC (ethyl acetate) and then was crystallized from ethyl acetatehexane to afford 0.181 g of (E)-N-[3-(8-isoquinolinyl) propyl]-5.5-bis(4-methoxyphenyl)-2,4-pentadienamide, mp 115°-118° C.

Aufarbeitung

  1. customThe crude amide was purified by HPLC (ethyl acetate)
  2. customwas crystallized from ethyl acetatehexane

Quellen und Nachweise

ORD-Eintrag
ord-6d036a7fb2924bf088b990752b35dafa
Quelldatensatz
uspto-grants-1990_12
Patentnummer
US04975438

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