Sodium hydride → N-Acetyl-3-(1,1-Dimethylethyl)-4-(tetradecyloxy)-N-(2-pyridinylmethyl)benzamide

HRID 247943Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247943
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:8](Cl)=[O:9])([CH3:4])[CH3:3].[N:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[CH2:35][NH:36][C:37](=[O:39])[CH3:38].[H-].[Na+]>O1CCCC1>[C:37]([N:36]([CH2:35][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][N:29]=1)[C:8](=[O:9])[C:7]1[CH:11]=[CH:12][C:13]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[C:5]([C:2]([CH3:4])([CH3:3])[CH3:1])[CH:6]=1)(=[O:39])[CH3:38]

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 5084090N-(pyridin-2-ylmethyl)acetamideHCID 190153703-(1,1-Dimethylethyl)-4-(tetradecyloxy)benzoyl chloride

Produkt 1

HCID 10075454N-Acetyl-3-(1,1-Dimethylethyl)-4-(tetradecyloxy)-N-(2-pyridinylmethyl)benzamideAusbeute 51,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The title compound is prepared by the procedure of Example 27 using 9.7 g of product from Example 33, 3.74 g of product from Example 12, 1.2 g of washed 50% sodium hydride and 100 ml of tetrahydrofuran. The residue is purified by column chromatography (silica gel:30% ethyl acetate/hexane) to give 6.43 g of the desired product as colorless crystals.

Aufarbeitung

  1. customThe residue is purified by column chromatography (silica gel:30% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-55c55e20f6324afbae434179e6f72aae
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208247

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