Triethylamine → HCID 67466740, Verbindung

HRID 1506584Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1506584
C(N(CC)CC)C.[Cl-].[CH:9]1([CH2:15][C:16]([C:18]2[N:19]=[C:20]([CH:23]3[CH2:28][CH2:27][NH2+:26][CH2:25][CH2:24]3)[S:21][CH:22]=2)=[O:17])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([CH3:36])=[C:32]([N:37]=[C:38]=[O:39])[CH:31]=1.N12CCCN=C1CCCCC2>ClCCl>[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([CH3:36])=[C:32]([NH:37][C:38]([N:26]2[CH2:25][CH2:24][CH:23]([C:20]3[S:21][CH:22]=[C:18]([C:16](=[O:17])[CH2:15][CH:9]4[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]4)[N:19]=3)[CH2:28][CH2:27]2)=[O:39])[CH:31]=1

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 27696325-Chloro-2-methylphenyl isocyanateHCID 67468256HCID 67468256, Verbindung

Produkt 1

HCID 67466740HCID 67466740, VerbindungAusbeute 91,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Triethylamine (0.047 ml) was added to a mixture of 4-[4-(cyclohexylacetyl)-1,3-thiazol-2-yl]piperidinium chloride (100 mg) in dichloromethane (1 ml). After the solid had dissolved completely, 4-chloro-2-isocyanato-1-methylbenzene (51 mg) and a drop of 1,8-diazabicyclo[5.4.0]undec-7-ene were added. The reaction mixture was then stirred for 5 minutes. Solvent and triethylamine were removed under reduced pressure. Purification of the residue by column chromatography gave N-(5-chloro-2-methylphenyl)-4-[4-(cyclohexylacetyl)-1,3-thiazol-2-yl]piperidine-1-carboxamide (128 mg).

Aufarbeitung

  1. dissolutionAfter the solid had dissolved completely
  2. customSolvent and triethylamine were removed under reduced pressure
  3. customPurification of the residue by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-b306ae7e303a498ab1a9479dff499361
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09220266B2

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