Triethylamine → HCID 17271850, Verbindung

HRID 925302Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 925302
C(N(CC)CC)C.Cl.[Cl:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[NH:15][CH:14]=[C:13]2[CH2:19][CH2:20][NH2:21].[I:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=1)[C:26](Cl)=[O:27]>ClCCl>[Cl:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[NH:15][CH:14]=[C:13]2[CH2:19][CH2:20][NH:21][C:26](=[O:27])[C:25]1[CH:29]=[CH:30][CH:31]=[C:23]([I:22])[CH:24]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 743783-Iodobenzoyl chlorideHCID 28274945-Chloro-1H-indole-3-ethylamine monohydrochloride

Produkt 1

HCID 17271850HCID 17271850, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-iodobenzamide was prepared according to method C with triethylamine (2.23 mL; 15.90 mmol), 2-(5-chloro-1H-indol-3-yl)ethanamine hydrochloride (1.5 g; 6.36 mmol) and 3-iodobenzoyl chloride (1.82 g; 6.68 mmol) in dichloromethane (75 mL). The mixture was stirred for 20 minutes at room temperature and was evaporated under reduced pressure. The crude material was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in dichloromethane) to provide 2.56 g (95%) of N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-iodobenzamide as a white solid.

Aufarbeitung

  1. customN-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-iodobenzamide was prepared
  2. customwas evaporated under reduced pressure
  3. customThe crude material was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-0b104c9b90dc4968b4a20f6f6ef6f20f
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09284271B2

Notizen zur Reaktion

Wird geladen…