HCID 178418361, Verbindung → HCID 178479469, Verbindung

HRID 2119025

Reaktionsgleichung

Reaktionsgleichung von HRID 2119025
[ClH:1].C([O:9][C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH:18][C:19]([C@H:21]1[CH2:26][CH2:25][C@H:24]([CH2:27][NH:28][C:29]([NH2:31])=[NH:30])[CH2:23][CH2:22]1)=[O:20])=[O:11])C1C=CC=CC=1.[H][H]>CO.[C].[Pd]>[ClH:1].[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH:18][C:19]([C@H:21]1[CH2:22][CH2:23][C@H:24]([CH2:27][NH:28][C:29]([NH2:31])=[NH:30])[CH2:25][CH2:26]1)=[O:20])([OH:11])=[O:9]

Komponenten

5

Edukt 2

HCID 178418361HCID 178418361, VerbindungHCID 178479470HCID 178479470, Verbindung

Produkt 1

HCID 178479469HCID 178479469, VerbindungAusbeute 89,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysator2×HCID 887MethanolLösungsmittel

Versuchsvorschrift

The above N-(o-benzyloxycarbonylphenyl)-trans-4-guanidinomethylcyclohexylcarboxamide hydrochloride (1.09 g, 0.0024 mole) is dissolved in methanol (50 ml), and thereto is added 10% palladium-carbon (0.23 g), and the mixture is stirred with blowing hydrogen gas under atmospheric pressure at 30° C. for one hour. After the completion of the reaction, palladium-carbon is filtered off, and the filtrate is concentrated under reduced pressure. The resulting residue is recrystallized from a mixture of methanol-water to give N-(o-carboxyphenyl)-trans-4-guanidinomethylcyclohexanecarboxamide hydrochloride (0.76 g) as white crystals, melting at around 135°-145° C. and after being solidified, decomposing at 215°-220° C.

Aufarbeitung

  1. filtrationis filtered off
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. customThe resulting residue is recrystallized from a mixture of methanol-water

Quellen und Nachweise

ORD-Eintrag
ord-716a1ce7cc9a4431b3b3842a034812f6
Quelldatensatz
uspto-grants-1987_07
Patentnummer
US04681895

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