Piperazin-2-one → HCID 59639550, Verbindung

HRID 556655Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 556655
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][C:2]1=[O:7].C[Al](C)C.[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=1[N:20]1[C:25]2[N:26]=[C:27]([NH:38][CH2:39][C:40](OC)=[O:41])[N:28]=[C:29]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=3[CH3:37])[C:24]=2[CH:23]=[CH:22][C:21]1=[O:44]>>[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=1[N:20]1[C:25]2[N:26]=[C:27]([NH:38][CH2:39][C:40](=[O:41])[N:4]3[CH2:5][CH2:6][NH:1][C:2](=[O:7])[CH2:3]3)[N:28]=[C:29]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=3[CH3:37])[C:24]=2[CH:23]=[CH:22][C:21]1=[O:44]

Komponenten

4

Edukt 3

HCID 231360Piperazin-2-oneHCID 16682925TrimethylaluminumHCID 59639612HCID 59639612, Verbindung

Produkt 1

HCID 59639550HCID 59639550, VerbindungAusbeute 29 %

Versuchsvorschrift

Following the general procedure outlined in Example 193, piperazine-2-one (165 mg, 1.65 mmol), trimethylaluminum (0.83 mL, 1.65 mmol) and the product of Example 190 (150 mg, 0.33 mmol) were reacted to give the crude material. Preparative HPLC, eluting with acetonitrile/H2O (10/90, v/v to 90/10, v/v, over 10 min), followed by recrystallization from dichloromethane and hexane, gave the desired product 50 mg (29%). LC-MS: 523.2 (MH+, m/z), 1.68 (Rt, min).

Aufarbeitung

  1. customto give the crude material
  2. washPreparative HPLC, eluting with acetonitrile/H2O (10/90, v/v to 90/10
  3. customv/v, over 10 min), followed by recrystallization from dichloromethane and hexane

Quellen und Nachweise

ORD-Eintrag
ord-3855ae534d6e49d6b6bb4f6afb515525
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058282B2

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