Piperidine → (Z)-Ethyl 3-{4-Oxo-2-[(2-oxoindolin-3-ylidene)methyl]-4,5,6,7-tetrahydro-1H-indol-3-yl}propanoate

HRID 597847Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 597847
[CH2:1]([O:3][C:4](=[O:19])[CH2:5][CH2:6][C:7]1[C:15]2[C:14](=[O:16])[CH2:13][CH2:12][CH2:11][C:10]=2[NH:9][C:8]=1[CH:17]=O)[CH3:2].[NH:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][C:21]1=[O:29].N1CCCCC1>CCO>[CH2:1]([O:3][C:4](=[O:19])[CH2:5][CH2:6][C:7]1[C:15]2[C:14](=[O:16])[CH2:13][CH2:12][CH2:11][C:10]=2[NH:9][C:8]=1/[CH:17]=[C:22]1\[C:21](=[O:29])[NH:20][C:28]2[C:23]\1=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH3:2]

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 321710OxindoleHCID 46914013HCID 46914013, Verbindung

Produkt 1

HCID 46847848(Z)-Ethyl 3-{4-Oxo-2-[(2-oxoindolin-3-ylidene)methyl]-4,5,6,7-tetrahydro-1H-indol-3-yl}propanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of compound 5 (0.50 mmol) and indolin-2-one (0.50 mmol) was added with EtOH (5.0 mL) and piperidine (0.1 mL). The reaction was heated at reflux for 12 h. The resultant precipitate was filtered and washed with EtOH to provide the diresed product. 1H NMR (CDCl3) δ 7.93 (s, 1 H), 7.61 (s, 1 H), 7.59 (d, 1 H, ArH), 7.19 (dd, 1 H), 7.09 (dd, 1 H), 6.89 (d, 1 H), 4.07 (q, 2 H), 3.27 (t, 2 H), 2.91 (t, 2 H), 2.74 (t, 2 H), 2.52 (t, 2 H), 2.14-2.19 (m, 2 H), 1.18 (t, 3 H).

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 12 h
  3. filtrationThe resultant precipitate was filtered
  4. washwashed with EtOH
  5. customto provide the diresed product

Quellen und Nachweise

ORD-Eintrag
ord-95c278858c9f48bda48c0567547822f6
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07897602B2

Notizen zur Reaktion

Wird geladen…