Trimethylsilylacetylene → (6-Methyl-2-trimethylsilanylethynyl-pyridin-3-yl)amine

HRID 1271562Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1271562
Br[C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([CH3:9])[N:3]=1.[C:10]([Si:12]([CH3:15])([CH3:14])[CH3:13])#[CH:11]>C(N(CC)CC)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:9][C:4]1[N:3]=[C:2]([C:11]#[C:10][Si:12]([CH3:15])([CH3:14])[CH3:13])[C:7]([NH2:8])=[CH:6][CH:5]=1

Komponenten

5

Edukt 2

HCID 66111TrimethylsilylacetyleneHCID 144180512-Bromo-6-methylpyridin-3-amine

Produkt 1

HCID 18454780(6-Methyl-2-trimethylsilanylethynyl-pyridin-3-yl)amineAusbeute 38 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418476HCID 178418476, VerbindungKatalysatorHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Following the same procedure as described in Example 1, (2-bromo-6-methyl-pyridin-3-yl)amine (800 mg, 4.28 mmol) reacted with (PPh3)2PdCl2 (150 mg, 0.21 mmol), Cul (41 mg, 0.21 mmol) and ethynyltrimethylsilane (840 mg, 8.55 mmol) in triethylamine (30 ml). The crude residue was purified by flash chromatography (hexane/ethyl acetate 8:2) to yield 330 mg (1.61 mmol, 38%) of (6-methyl-2-trimethylsilanylethynyl-pyridin-3-yl)amine as a beige solid.

Aufarbeitung

  1. customThe crude residue was purified by flash chromatography (hexane/ethyl acetate 8:2)

Quellen und Nachweise

ORD-Eintrag
ord-cd2e9fe8d76b490dbb76db1a534a677f
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07205411B2

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