Diisopropylethylamine → n-[7-((Methanesulfonyl)oxy)naphthyl]-2-[n'-(2-(1-triphenylmethyl-4-imidazolyl)ethyl)amino]acetamide

HRID 412171Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 412171
[C:1]1([C:7]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:8]2[CH:12]=[C:11]([CH2:13][CH2:14][NH2:15])[N:10]=[CH:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(C(C)C)CC)(C)C.Cl[CH2:38][C:39]([NH:41][C:42]1[C:51]2[C:46](=[CH:47][CH:48]=[C:49]([O:52][S:53]([CH3:56])(=[O:55])=[O:54])[CH:50]=2)[CH:45]=[CH:44][CH:43]=1)=[O:40]>C(#N)C>[CH3:56][S:53]([O:52][C:49]1[CH:50]=[C:51]2[C:46]([CH:45]=[CH:44][CH:43]=[C:42]2[NH:41][C:39](=[O:40])[CH2:38][NH:15][CH2:14][CH2:13][C:11]2[N:10]=[CH:9][N:8]([C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:12]=2)=[CH:47][CH:48]=1)(=[O:55])=[O:54]

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 6183402-(1-Trityl-1H-imidazol-4-yl)-ethylamineHCID 155493251-(Chloroacetamido)-7-[(methanesulfonyl)oxy]naphthalene

Produkt 1

HCID 18536022n-[7-((Methanesulfonyl)oxy)naphthyl]-2-[n'-(2-(1-triphenylmethyl-4-imidazolyl)ethyl)amino]acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of the product from Step B (25.6 g, 72.7 mmol) in 200 mL of acetonitrile was added diisopropylethylamine (50 mL, 303 mmol), followed by the product from Step D (19.0 g, 60.5 mmol). The reaction was stirred at room temperature overnight, then concentrated in vacuo. The resulting material was partitioned between EtOAc and water, washed with brine, dried (MgSO4), filtered, and concentrated in vacuo to provide the titled product.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. customThe resulting material was partitioned between EtOAc and water
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7f4b809b1d22411c9cb661d6ae3361f0
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06562823B1

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