N,N-Dimethylethylenediamine → 2-Dimethylaminoethyl 1-(2-thiopheneacetyl)-3-piperidinecarboxamide

HRID 432810

Reaktionsgleichung

Reaktionsgleichung von HRID 432810
S1C=C[C:3]([C:6]([N:8]2[CH2:13]CCC(C(OCC)=O)[CH2:9]2)=O)=C1.[S:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[CH2:24][C:25]([N:27]1[CH2:32][CH2:31][CH2:30][CH:29]([C:33]([OH:35])=O)[CH2:28]1)=[O:26].C[N:37](C)CCN>>[CH3:9][N:8]([CH3:13])[CH2:6][CH2:3][CH:28]1[CH:29]([C:33]([NH2:37])=[O:35])[CH2:30][CH2:31][CH2:32][N:27]1[C:25](=[O:26])[CH2:24][C:20]1[S:19][CH:23]=[CH:22][CH:21]=1

Komponenten

4

Edukt 3

HCID 66053N,N-DimethylethylenediamineHCID 12114708Ethyl 1-(3-thiophenecarbonyl)-3-piperidinecarboxylateHCID 167909951-(2-(Thiophen-2-yl)acetyl)piperidine-3-carboxylic acid

Produkt 1

HCID 187602702-Dimethylaminoethyl 1-(2-thiopheneacetyl)-3-piperidinecarboxamide

Versuchsvorschrift

The reaction was run in the same manner as ethyl 1-(3-thiophenecarbonyl)-3-piperidinecarboxylate, starting with 1-(2-thiopheneacetyl)-3-piperidine carboxylic acid (572.1 mg; 2.26 mmol) and commercially available N,N-dimethyl ethylenediamine (250 μl; 2.28 mmol). The crude product was purified by chromatography on silica, eluting with 70% methanol in dichloromethane, giving 2-dimethylaminoethyl 1-(2-thiopheneacetyl)-3-piperidinecarboxamide (128.3 mg) as a colorless oil. MS m/z (positive ion) 324 (MH+; 100).

Aufarbeitung

  1. customThe crude product was purified by chromatography on silica
  2. washeluting with 70% methanol in dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-cdd6d6d699ff4dff8ed9b4e3c017ea97
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06664271B1

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