4-(Piperidin-1-ylmethyl)aniline → HCID 178487200, Verbindung

HRID 2236612Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2236612
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[NH:8][C:7](=[O:14])/[C:6]/2=[CH:15]/OC.[N:18]1([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([NH2:31])=[CH:27][CH:26]=2)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[NH:8][C:7](=[O:14])[C:6]2=[CH:15][NH:31][C:28]1[CH:27]=[CH:26][C:25]([CH2:24][N:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[CH:30][CH:29]=1

Komponenten

4

Edukt 2

HCID 8461504-(Piperidin-1-ylmethyl)anilineHCID 59299827(4E)-6-methoxy-4-methoxymethylene-4H-isoquinoline-1,3-dione

Produkt 1

HCID 178487200HCID 178487200, VerbindungAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A mixture of (4E)-6-methoxy-4-methoxymethylene-4H-isoquinoline-1,3-dione (117 mg, 0.50 mmole), N,N-dimethylformamide (1 mL) and 4-piperidin-1-ylmethyl-phenylamine (95 mg, 0.50 mmole) is stirred and heated at 110° C. for one hour, cooled in the refrigerator overnight. The reaction mixture is evaporated to dryness, taken up in 7.5% methanol in chloroform and passed through a short pad of Florisil eluting with 7.5% methanol in chloroform. The eluate is evaporated in vacuo, treated with acetonitrile, filtered and dried to give a yellow solid 152 mg (78%), mp 272-5° C. dec; MS (ESI): m/z 392.4 (M+H).

Aufarbeitung

  1. temperaturecooled in the refrigerator overnight
  2. customThe reaction mixture is evaporated to dryness
  3. customThe eluate is evaporated in vacuo
  4. additiontreated with acetonitrile
  5. filtrationfiltered
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c51f6884faf54bb88ab5262fe55f2197
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

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