Benzodiazepine → N-methylbenzodiazepine

HRID 75248

Reaktionsgleichung

Reaktionsgleichung von HRID 75248
[NH:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH:5]=[CH:4][CH:3]=[N:2]1.[CH3:12]I.[H-].[Na+]>[Pd]>[CH3:12][N:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH:5]=[CH:4][CH:3]=[N:2]1

Komponenten

4

Edukt 2

HCID 134664BenzodiazepineHCID 23686416Methyl iodide sodium hydride

Produkt 1

HCID 12543525N-methylbenzodiazepine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

The bromide 20 available from references 9 and 10 was reacted with trimethylsilyacetylene in the presence of a palladium catalyst to provide trimethylsilyl analog 52. This product was methylated with methyl iodide/sodium hydride to give the N-methyl benzodiazepine 54 (XLi 351). This was subjected to fluoride-mediated desilation to furnish 53 (XLi 350) and 55 (XLi 352).

Aufarbeitung

  1. customto provide trimethylsilyl analog 52

Quellen und Nachweise

ORD-Eintrag
ord-1b3beb3ba5df4868b8f6774c959dce1a
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835424B2

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