Diisopropylethylamine → n-(2-{4-[(2r)-2-Hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}ethyl)[4-(trifluoromethyl)phenyl]carboxamide

HRID 271248Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 271248
[N:1]1([CH2:7][CH2:8][NH:9][C:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)=[O:11])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(N(C(C)C)CC)(C)C.[O:31]1[CH2:33][C@@H:32]1[CH2:34][O:35][C:36]1[CH:37]=[CH:38][C:39]2[S:43][C:42]([CH3:44])=[N:41][C:40]=2[CH:45]=1>C(O)C>[OH:31][C@@H:32]([CH2:34][O:35][C:36]1[CH:37]=[CH:38][C:39]2[S:43][C:42]([CH3:44])=[N:41][C:40]=2[CH:45]=1)[CH2:33][N:4]1[CH2:5][CH2:6][N:1]([CH2:7][CH2:8][NH:9][C:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:19])([F:21])[F:20])=[CH:14][CH:13]=2)=[O:11])[CH2:2][CH2:3]1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 210236065-(((R)-oxiran-2-yl)methoxy)-2-methylbenzo[d]thiazoleHCID 21060632n-(2-Piperazinylethyl)[4-(trifluoromethyl)phenyl]carboxamide

Produkt 1

HCID 21060624n-(2-{4-[(2r)-2-Hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}ethyl)[4-(trifluoromethyl)phenyl]carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of N-(2-piperazinylethyl)[4-(trifluoromethyl)phenyl]carboxamide (0.2 g, 0.38 mmol) in ethanol was added diisopropyl ethylamine (0.25 ml, 1.5 mmol) and 5-[((2R)oxiran-2-yl)methoxy]-2-methylbenzothiazole (0.09 g, 0.42 mmol). The reaction was heated to 85 degrees for four hours. The mixture was then concentrated in vacuo and purified using preparative thin layer chromatography (10:1 DCM:MeOH) to yield N-(2-{4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}ethyl)[4-(trifluoromethyl)phenyl]carboxamide (M+1=523.0).

Aufarbeitung

  1. temperatureThe reaction was heated to 85 degrees for four hours
  2. concentrationThe mixture was then concentrated in vacuo
  3. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-d437454b5b014cc49a0b8fa0aab07b25
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07452889B2

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