HCID 68828337, Verbindung → HCID 11570771, Verbindung

HRID 2099352Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2099352
[Cl:1][C:2]1[CH:47]=[CH:46][C:5]([CH2:6][C@@H:7]([NH:32][CH:33]2[CH2:38][CH2:37][N:36](C(OC(C)(C)C)=O)[CH2:35][CH2:34]2)[C:8]([N:10]2[CH:15]3[CH2:16][CH2:17][CH:11]2[CH2:12][CH:13]([N:18]([CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[C:19]([N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])=[O:20])[CH2:14]3)=[O:9])=[CH:4][CH:3]=1>Cl.C(OCC)C>[ClH:1].[Cl:1][C:2]1[CH:47]=[CH:46][C:5]([CH2:6][C@H:7]([C:8]([N:10]2[CH:15]3[CH2:16][CH2:17][CH:11]2[CH2:12][CH:13]([N:18]([CH:26]2[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]2)[C:19]([N:21]([CH2:22][CH3:23])[CH2:24][CH3:25])=[O:20])[CH2:14]3)=[O:9])[NH:32][CH:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 1

HCID 68828337HCID 68828337, Verbindung

Produkt 1

HCID 11570771HCID 11570771, VerbindungAusbeute 161,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

0.37 g of tert-butyl 4-{[(1R)-1-(4-chlorobenzyl)-2-(3-{cyclohexyl[(diethylamino)carbonyl]amino}-8-azabicyclo[3.2.1]oct-8-yl)-2-oxoethyl]amino}-piperidine-1-carboxylate is solubilized in 2.74 ml of 2N hydrochloric acid in diethyl ether. The reaction medium is stirred at ambient temperature for 16 h. After evaporation to dryness, the crude is chromatographed on silica gel, elution being carried out with a 95/5/0.5 mixture of dichloromethane, methanol and aqueous ammonia. 0.27 g of N-[8-(4-chloro-N-piperidin-4-yl-D-phenylalanyl)-8-azabicyclo-[3.2.1]oct-3-yl]-N-cyclohexyl-N′,N′-diethylurea hydrochloride is then obtained.

Aufarbeitung

  1. customAfter evaporation to dryness
  2. customthe crude is chromatographed on silica gel, elution
  3. additionbeing carried out with a 95/5/0.5 mixture of dichloromethane, methanol and aqueous ammonia

Quellen und Nachweise

ORD-Eintrag
ord-8ea7520a4b1e4b03afd66ce1733249df
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07569582B2

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