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

HRID 1042743Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1042743
[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-170ef827e81d4d2db0264c1f493c50aa
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08557996B2

Notizen zur Reaktion

Wird geladen…