1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 5-Chloro-1H-indole-7-carboxylic acid (4-tert-butyl-benzyl)-[2-(3-trifluoromethyl-phenyl)-ethyl]-amide

HRID 855457Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 855457
[C:1]([C:5]1[CH:24]=[CH:23][C:8]([CH2:9][NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Cl:25][C:26]1[CH:27]=[C:28]2[C:32](=[C:33]([C:35](O)=[O:36])[CH:34]=1)[NH:31][CH:30]=[CH:29]2.CCN=C=NCCCN(C)C.Cl>C(Cl)Cl>[C:1]([C:5]1[CH:24]=[CH:23][C:8]([CH2:9][N:10]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:20])[F:21])[CH:14]=2)[C:35]([C:33]2[CH:34]=[C:26]([Cl:25])[CH:27]=[C:28]3[C:32]=2[NH:31][CH:30]=[CH:29]3)=[O:36])=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 668685635-chloro-1H-indole-7-carboxylic acidHCID 68560440(4-Tert-butyl-benzyl)-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine

Produkt 1

HCID 116707405-Chloro-1H-indole-7-carboxylic acid (4-tert-butyl-benzyl)-[2-(3-trifluoromethyl-phenyl)-ethyl]-amideAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

167 mg (0.5 mmol) of (4-tert-butyl-benzyl)-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine, 97 mg (0.5 mmol) of 5-chloro-1H-indole-7-carboxylic acid and 115 mg (0.6 mmol) of EDC.HCl were stirred over night at rt in 10 ml DCM. The product was purified by column chromatography (20 silica gel; DCM) to yield 160 mg (64%) product as a white solid. MS (EI) 512.2 (60), 514.2 (25) (M)+.

Aufarbeitung

  1. customThe product was purified by column chromatography (20 silica gel; DCM)

Quellen und Nachweise

ORD-Eintrag
ord-1489c4c629184757b0c294b3fb1dcbf6
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07259183B2

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