Methyl 1-(2-(benzyloxy)ethyl)-2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate → HCID 178497250, Verbindung

HRID 860733Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 860733
C([O:8][CH2:9][CH2:10][N:11]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:20]([O:22][CH3:23])=[O:21])[CH:18]=2)[C:13]([CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)=[C:12]1[C:30]1[C:31]([O:36]CC2C=CC=CC=2)=[N:32][CH:33]=[CH:34][CH:35]=1)C1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[CH:24]1([C:13]2[C:14]3[C:19](=[CH:18][C:17]([C:20]([O:22][CH3:23])=[O:21])=[CH:16][CH:15]=3)[N:11]([CH2:10][CH2:9][OH:8])[C:12]=2[C:30]2[C:31]([OH:36])=[N:32][CH:33]=[CH:34][CH:35]=2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Komponenten

4

Edukt 1

HCID 58765229Methyl 1-(2-(benzyloxy)ethyl)-2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate

Produkt 1

HCID 178497250HCID 178497250, VerbindungAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of methyl 1-(2-(benzyloxy)ethyl)-2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate (57 mg, 0.099 mmol) in ethyl acetate (10 mL), 10% Pd on carbon (10 mg) was added. The reaction mixture was stirred under an hydrogen atmosphere (1 atmos.) for three days. It was filtered through celite, and the filtrate concentrated to give the title compounds as an off-white solid, (35 mg, 90% yield). MS m/z 395(MH+); 1H NMR (300 MHz, CD3OD) □ ppm 1.24–1.40 (m, 3 H) 1.70–1.98 (m, 7 H) 2.58 (m, 1 H) 3.71 (t, J=6.04 Hz, 2 H) 3.94 (s, 3 H) 4.11 (m, 1 H) 4.22 (m, 1 H) 6.58 (t, J=6.59 Hz, 1 H) 7.58–7.76 (m, 3 H) 7.82 (d, J=8.78 Hz 1 H) 8.19 (s, 1 H).

Aufarbeitung

  1. filtrationIt was filtered through celite
  2. concentrationthe filtrate concentrated

Quellen und Nachweise

ORD-Eintrag
ord-8691d81c2c6e4655b278d91bca82d9a1
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07153848B2

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