Methylamine → 4-(6-(fluoromethyl)pyridin-2-yl)-N-methylbut-3-yn-1-amine

HRID 1189289Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1189289
CS(O[CH2:6][CH2:7][C:8]#[C:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][F:17])[N:11]=1)(=O)=O.[CH3:18][NH2:19]>>[F:17][CH2:16][C:12]1[N:11]=[C:10]([C:9]#[C:8][CH2:7][CH2:6][NH:19][CH3:18])[CH:15]=[CH:14][CH:13]=1

Komponenten

3

Edukt 2

HCID 6329MethylamineHCID 866302534-(6-(Fluoromethyl)pyridin-2-yl)but-3-ynyl methanesulfonate

Produkt 1

HCID 665983664-(6-(fluoromethyl)pyridin-2-yl)-N-methylbut-3-yn-1-amineAusbeute 15 %

Versuchsvorschrift

The title compound was prepared in accordance with the general method of Example 199(C), from 4-(6-(fluoromethyl)pyridin-2-yl)but-3-ynyl methanesulfonate (2.90 g, 11 mmol) and N-methylamine 40% in aqueous solution (20 mL). The crude residue was purified over silicagel chromatography (prepacked 70 g silicagel column, DCM/MeOH: from 90/10 to 90/10 with 1% TEA as eluent) to afford 324 mg of 4-(6-(fluoromethyl)pyridin-2-yl)-N-methylbut-3-yn-1-amine as a pale oil (Yield: 15%).

Aufarbeitung

  1. customThe crude residue was purified over silicagel chromatography (prepacked 70 g silicagel column, DCM/MeOH: from 90/10 to 90/10 with 1% TEA as eluent)

Quellen und Nachweise

ORD-Eintrag
ord-530c4fc9eadc4723863f9bfe945789b6
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08674106B2

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