Sodium hydride → N-Acetyl-N-(2-pyridinylmethyl)-3-(tetradecyloxy)benzamide

HRID 247938Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247938
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][NH:8][C:9](=[O:11])[CH3:10].[H-].[Na+].[CH2:14]([O:28][C:29]1[CH:30]=[C:31]([CH:35]=[CH:36][CH:37]=1)[C:32](Cl)=[O:33])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>O1CCCC1>[C:9]([N:8]([CH2:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[C:32](=[O:33])[C:31]1[CH:35]=[CH:36][CH:37]=[C:29]([O:28][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH:30]=1)(=[O:11])[CH3:10]

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 5084090N-(pyridin-2-ylmethyl)acetamideHCID 190149493-(Tetradecyloxy)benzoyl chloride

Produkt 1

HCID 10367289N-Acetyl-N-(2-pyridinylmethyl)-3-(tetradecyloxy)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

The title compound prepared by the procedure of Example 27 using 0.462 g of product from Example 12 in 4 ml of dry tetrahydrofuran, 0.147 g of washed 50% sodium hydride and 1.03 g of product from Example 26 in 4 ml of dry tetrahydrofuran. The residue is purified by column chromatography (silica gel: 35% ethyl acetate/hexane) to give 0.178 g of the desired product as a yellow oil which crystallized on standing.

Quellen und Nachweise

ORD-Eintrag
ord-7401f59bd8ce4787af51cf3b7d5f00bd
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208247

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