Methyl vinyl ketone → (2R)-1-[3,5-bis(trifluoromethyl)-benzoyl]-2-(1H-indol-3-ylmethyl)-4-(3-butanon-1-yl)piperazine

HRID 10170

Reaktionsgleichung

Reaktionsgleichung von HRID 10170
[F:1][C:2]([F:38])([F:37])[C:3]1[CH:4]=[C:5]([CH:30]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:32]=1)[C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14]CCC(=O)C)[CH2:10][C@H:9]1[CH2:20][C:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[NH:23][CH:22]=1)=[O:7].[CH:39]([C:41]([CH3:43])=[O:42])=C>C1(C)C=CC=CC=1>[F:35][C:33]([F:36])([F:34])[C:31]1[CH:30]=[C:5]([CH:4]=[C:3]([C:2]([F:38])([F:1])[F:37])[CH:32]=1)[C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:39][C:41](=[O:42])[CH3:43])[CH2:10][C@H:9]1[CH2:20][C:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[NH:23][CH:22]=1)=[O:7]

Komponenten

4

Edukt 2

HCID 6570Methyl vinyl ketoneHCID 58681862(2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-ylmethyl)-4-(4-pentanon-1-yl)piperazine

Produkt 1

HCID 58681860(2R)-1-[3,5-bis(trifluoromethyl)-benzoyl]-2-(1H-indol-3-ylmethyl)-4-(3-butanon-1-yl)piperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a solution of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-ylmethyl)-4-(4-pentanon-1-yl)piperazine (1.37 g) in toluene (15 mL) was added drop-wise methyl vinyl ketone (0.3 g). After 2.5 h at room temperature the solution was concentrated to afford crude (2R)-1-[3,5-bis(trifluoromethyl)-benzoyl]-2-(1H-indol-3-ylmethyl)-4-(3-butanon-1-yl)piperazine which was used as such. Rf 0.55 (CH2Cl2/MeOH 95/5).

Aufarbeitung

  1. concentrationAfter 2.5 h at room temperature the solution was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-755c0c4338ec42bd89c9aaaf59b8e5e7
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07094779B2

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