Methanol → 4-(3-Acetyl-5-isopropoxy-2-methyl-1,4-dihydro-1,6-naphthyridin-4-yl)benzonitrile

HRID 1951405Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1951405
[C:1]([C:4]1[CH:13]([C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=2)[C:12]2[C:11](=[O:22])[NH:10][CH:9]=[CH:8][C:7]=2[NH:6][C:5]=1[CH3:23])(=[O:3])[CH3:2].[H-].[Na+].I[CH:27]([CH3:29])[CH3:28].CO>CN(C=O)C>[C:1]([C:4]1[CH:13]([C:14]2[CH:15]=[CH:16][C:17]([C:18]#[N:19])=[CH:20][CH:21]=2)[C:12]2[C:7](=[CH:8][CH:9]=[N:10][C:11]=2[O:22][CH:27]([CH3:29])[CH3:28])[NH:6][C:5]=1[CH3:23])(=[O:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 6362Isopropyl iodideHCID 24758Sodium hydrideHCID 596030084-(3-Acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)benzonitrile

Produkt 1

HCID 247983334-(3-Acetyl-5-isopropoxy-2-methyl-1,4-dihydro-1,6-naphthyridin-4-yl)benzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

100 mg (0.32 mmol) of 4-(3-acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-benzonitrile are suspended in DMF (4 ml), and 14 mg (0.36 mmol) of sodium hydride (60% in mineral oil) are added. Then 34 μl (0.34 mmol) of 2-iodopropane are added to the dark red solution. The solution is stiffed at RT for 24 h, then mixed with methanol and purified by preparative HPLC. 18 mg (16% of theory) of the title compound are obtained as a white solid.

Aufarbeitung

  1. custompurified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-df38ffeeb27f4f6db0897adff46a4a01
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08404709B2

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