Sodium hydride → 11-Ethyl-4-trifluoromethyl-2-methyl-5H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6(11H)-one

HRID 2380231

Reaktionsgleichung

Cl[C:2]1[C:7]([NH:8][C:9]([C:11]2[C:12]([NH:17][CH2:18][CH3:19])=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:10])=[C:6]([C:20]([F:23])([F:22])[F:21])[CH:5]=[C:4]([CH3:24])[N:3]=1.[H-].[Na+]>N1C=CC=CC=1>[CH2:18]([N:17]1[C:12]2[N:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:9](=[O:10])[NH:8][C:7]2[C:6]([C:20]([F:23])([F:22])[F:21])=[CH:5][C:4]([CH3:24])=[N:3][C:2]1=2)[CH3:19]

Komponenten

Reaktionsbedingungen

Temperatur: 150 °C

Versuchsvorschrift

A solution of 0.5 g of N-(2-chloro-6-methyl-4-trifluoromethyl-3-pyridinyl)-2-ethylamino-3-pyridinecarboxamide in 3 ml of pyridine was added to 0.2 g of a 50% dispersion of sodium hydride in oil. The mixture was heated to 150° C. and then cooled and concentrated in vacuo. Water was added to the residue and the product was extracted with ethyl acetate, dried (magnesium sulfate), filtered, and concentrated. The product was purified by column chromatography over silica gel (methylene chloride, then methylene chloride/methanol). After concentrating in vacuo, the residue was crystallized from hexane to give 0.09 g of the title compound, m.p. 150°-151° C.

Aufarbeitung

temperaturecooled
concentrationconcentrated in vacuo
additionWater was added to the residue
extractionthe product was extracted with ethyl acetate
dry with materialdried (magnesium sulfate)
filtrationfiltered
concentrationconcentrated
customThe product was purified by column chromatography over silica gel (methylene chloride
concentrationAfter concentrating in vacuo
customthe residue was crystallized from hexane

Quellen und Nachweise

ORD-Eintrag: ord-c83bc53cd13a4bc5b66eed9fdcc25d22
Quelldatensatz: uspto-grants-1994_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05366972

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