Hydrochloric Acid → 1-(trans-4-Aminomethyl-L-Prolyl)-4-(3-Chloro-2-Methylphenyl)piperazine Dihydrochloride

HRID 2185470Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2185470
[ClH:1].C(OC([NH:9][CH2:10][C@H:11]1[CH2:15][N:14](C(OC(C)(C)C)=O)[C@H:13]([C:23]([N:25]2[CH2:30][CH2:29][N:28]([C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([Cl:37])[C:32]=3[CH3:38])[CH2:27][CH2:26]2)=[O:24])[CH2:12]1)=O)(C)(C)C>O1CCOCC1>[ClH:37].[ClH:1].[NH2:9][CH2:10][C@H:11]1[CH2:15][NH:14][C@H:13]([C:23]([N:25]2[CH2:30][CH2:29][N:28]([C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([Cl:37])[C:32]=3[CH3:38])[CH2:27][CH2:26]2)=[O:24])[CH2:12]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 540742211-[trans-4-(n-Tert-butoxycarbonylaminomethyl)-n-tert-butoxycarbonyl-l-prolyl]-4-(3-chloro-2-methylphenyl)piperazine

Produkt 1

HCID 701753811-(trans-4-Aminomethyl-L-Prolyl)-4-(3-Chloro-2-Methylphenyl)piperazine Dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

A solution of 4 N hydrochloric acid in 1,4-dioxane (3 mL) was added to a solution of 1-[trans-4-(N-tert-butoxycarbonylaminomethyl)-N-tert-butoxycarbonyl-L-prolyl]-4-(3-chloro-2-methylphenyl)piperazine (B, 98 mg) in 1,4-dioxane (3 mL) at room temperature. After stirring at room temperature for 20 min, the reaction mixture was concentrated in vacuo. The residue was washed with ether to give the titled compound (61 mg) as a white powder: 1H NMR (400 MHz, ) δ 2.37 (s, 3H), 2.40-2.47 (br s, 2H), 2.83 (br s, 1H), 3.07 (br s, 4H), 3.32 (br s, 3H), 3.77 (m, 5H), 5.02 (br s, 1H), 7.09 (m, 1H), and 7.25 (m, 2H).

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. washThe residue was washed with ether

Quellen und Nachweise

ORD-Eintrag
ord-6aedb950e120433ea5b5b9d0cb3e263c
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06399629B1

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