N-(2-aminoethyl)acetamide → N-(6-{[2-(acetylamino)ethyl]amino)-2-phenylpyrimidin-4-yl)-2-piperidin-1-ylacetamide

HRID 895479Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 895479
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([NH:14][C:15](=[O:23])[CH2:16][N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH:3]=1.[C:24]([NH:27][CH2:28][CH2:29][NH2:30])(=[O:26])[CH3:25]>CS(C)=O>[C:24]([NH:27][CH2:28][CH2:29][NH:30][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([NH:14][C:15](=[O:23])[CH2:16][N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH:3]=1)(=[O:26])[CH3:25]

Komponenten

4

Edukt 2

HCID 66082N-(2-aminoethyl)acetamideHCID 22353518N-(6-chloro-2-phenylpyrimidin-4-yl)-2-piperidin-1-ylacetamide

Produkt 1

HCID 22379308N-(6-{[2-(acetylamino)ethyl]amino)-2-phenylpyrimidin-4-yl)-2-piperidin-1-ylacetamideAusbeute 60,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

N-(6-Chloro-2-phenylpyrimidin-4-yl)-2-piperidin-1-ylacetamide (25 mg) was dissolved in DMSO (1 ml) and N-acetylethylenediamine (78 mg) added. A reflux condenser was fitted and the mixture heated to 130° C. with stirring for 16 hrs. The reaction was cooled to room temperature and the solvent removed in vacuo. Purification via flash chromatography on silica gel, eluting with a mixture of dichloromethane and methanol (95:5, then 93:7 v/v) yielded the title compound (18 mg).

Aufarbeitung

  1. customA reflux condenser was fitted
  2. temperatureThe reaction was cooled to room temperature
  3. customthe solvent removed in vacuo
  4. customPurification via flash chromatography on silica gel
  5. washeluting with a mixture of dichloromethane and methanol (95:5

Quellen und Nachweise

ORD-Eintrag
ord-d3827df11eb24749926ae2b3eacd5208
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06916804B2

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