Potassium Carbonate → 5-ethynyl-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine

HRID 502787Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 502787
[CH3:1][NH:2][C:3]1[N:8]=[C:7]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)[C:6]([C:14]#[C:15][Si](C)(C)C)=[CH:5][N:4]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[C:14]([C:6]1[C:7]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[N:8][C:3]([NH:2][CH3:1])=[N:4][CH:5]=1)#[CH:15]

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 68459491N-methyl-4-(thiophen-2-yl)-5-(2-(trimethylsilyl)ethynyl)pyrimidin-2-amine

Produkt 1

HCID 593743985-ethynyl-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A 25 mL round bottom flask was charged with N-methyl-4-(thiophen-2-yl)-5-(2-(trimethylsilyl)ethynyl)pyrimidin-2-amine (0.518 g, 1.80 mmol), methanol (20 mL), and potassium carbonate (0.747 g, 5.41 mmol), and the reaction mixture stirred at room temperature for 24 hours. The reaction mixture was concentrated and the residue was purified via column chromatography on silica gel (gradient elution with 0-100% ethyl acetate-hexane) to 5-ethynyl-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine. MS m/z=216 [M+H]+. Calc'd for C11H9N3S: 215.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified via column chromatography on silica gel (gradient elution with 0-100% ethyl acetate-hexane) to 5-ethynyl-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine

Quellen und Nachweise

ORD-Eintrag
ord-0c42aa3f006141ed999afe7400e2919b
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07776869B2

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