Ammonia → HCID 69029031, Verbindung

HRID 883684

Reaktionsgleichung

Reaktionsgleichung von HRID 883684
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:11]=[C:12]=S)[CH:6]=[CH:7][C:8]=1OC.[NH2:14][C:15]1[CH:16]=[C:17]([CH:29]=[CH:30][C:31]=1[NH:32][CH2:33][CH2:34][CH2:35][N:36]([CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH3:37])[C:18]([N:20]([CH2:25][CH:26]([CH3:28])[CH3:27])[CH2:21][CH:22]([CH3:24])[CH3:23])=[O:19].N.[ClH:46].[O:47]1CCC[CH2:48]1>C(OCC)C>[ClH:46].[CH2:38]([N:36]([CH3:37])[CH2:35][CH2:34][CH2:33][N:32]1[C:31]2[CH:30]=[CH:29][C:17]([C:18]([N:20]([CH2:21][CH:22]([CH3:23])[CH3:24])[CH2:25][CH:26]([CH3:27])[CH3:28])=[O:19])=[CH:16][C:15]=2[N:14]=[C:12]1[NH:11][C:5]1[CH:6]=[C:7]([O:47][CH3:48])[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1

Komponenten

7

Edukt 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 1418564-Isothiocyanato-1,2-dimethoxybenzeneHCID 69028792HCID 69028792, Verbindung

Produkt 1

HCID 69029031HCID 69029031, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

3,4 dimethoxyphenylisothiocyanate (35 mg, 1.2 eq) and N-methylcyclohexylcarbodiimide-N-methyl-polystyrene resin (acquired from Novabiochem; charge 1.69 mmol/g, 355 mg, 4 eq) are added successively to a solution of 3-amino-4-({3-[benzyl(methyl)amino]propyl}amino)-N,N-diisobutylbenzamide (65 mg, 1 eq) in tetrahydrofuran (2 ml). The mixture is heated under reflux for 18 hours then cooled down to ambient temperature and aminomethyl polystyrene resin (acquired from Novabiochem, 2 eq) is added. After stirring for 4 hours at ambient temperature, the mixture is filtered on frit and the filtrate is concentrated under reduced pressure at 40° C. The residue obtained is dissolved in ethyl ether and a 1N solution of HCl in ethyl ether is added dropwise in order to produce the expected compound in the form of the hydrochloride salt (81 mg, 92% yield).

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 18 hours
  3. filtrationthe mixture is filtered on frit
  4. concentrationthe filtrate is concentrated under reduced pressure at 40° C
  5. customThe residue obtained

Quellen und Nachweise

ORD-Eintrag
ord-62ff4ce5971943e39aa2364d058d22ae
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08236965B2

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