(E)-5,5-bis(4-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester → (E)-5,5-bis(4-methoxyphenyl)-N-[5-(2-pyridinyl) pentyl]-2,4-pentadienamide

HRID 1110623Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1110623
[N+](C1C=CC([O:10][C:11](=O)/[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.[N:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][NH2:44]>O1CCCC1>[CH3:31][O:30][C:27]1[CH:26]=[CH:25][C:24]([C:15]([C:16]2[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)=[CH:14]/[CH:13]=[CH:12]/[C:11]([NH:44][CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][N:33]=2)=[O:10])=[CH:29][CH:28]=1

Komponenten

4

Edukt 2

HCID 14347315(E)-5,5-bis(4-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl esterHCID 143474655-(Pyridin-2-yl)pentan-1-amine

Produkt 1

HCID 14347371(E)-5,5-bis(4-methoxyphenyl)-N-[5-(2-pyridinyl) pentyl]-2,4-pentadienamideAusbeute 252,7 %

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 (1.72 g) and 2-Pyridinepentanamine (0.657 g) in tetrahydrofuran (25 mL) was stirred for 17 hours at room temperature and was worked up in the usual manner. The crude product was purified by HPLC (ethyl acetate) and then was crystallized from ethyl acetate to provide 4.6 g of (E)-5,5-bis(4-methoxyphenyl)-N-[5-(2-Pyridinyl) pentyl]-2,4-pentadienamide, mp 99°-100° C.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-0874e36d787c456ba1520c3aa08a2329
Quelldatensatz
uspto-grants-1990_12
Patentnummer
US04975438

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