1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 57665017, Verbindung

HRID 1717304Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1717304
[CH:1]1([CH2:7][C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([NH:21][CH2:22][CH3:23])=[O:20])=[CH:15][CH:14]=3)[N:11]=[N:10][C:9]=2[C:24]([OH:26])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1C=C[C:30]2N(O)N=[N:33][C:31]=2[CH:32]=1.C1(N)CC1.CCN=C=NCCCN(C)C>C(#N)C.CN(C=O)C.C(=O)([O-])O.[Na+].O>[CH:1]1([CH2:7][C:8]2[N:12]([C:13]3[CH:14]=[CH:15][C:16]([C:19]([NH:21][CH2:22][CH3:23])=[O:20])=[CH:17][CH:18]=3)[N:11]=[N:10][C:9]=2[C:24]([NH:33][CH:31]2[CH2:32][CH2:30]2)=[O:26])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

8

Edukt 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 69828CyclopropylamineHCID 757711-HydroxybenzotriazoleHCID 68513203HCID 68513203, Verbindung

Produkt 1

HCID 57665017HCID 57665017, VerbindungAusbeute 183,6 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 516892Sodium BicarbonateLösungsmittelHCID 21891449acetonitrile N,N-dimethylformamideLösungsmittel

Versuchsvorschrift

5-(Cyclohexylmethyl)-1-{4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazole-4-carboxylic acid (357 mg, 1.00 mmol) obtained in Example 102b), HOBt (68.2 mg, 0.500 mmol, 0.5 eq.) and cyclopropylamine (0.093 ml, 1.30 mmol, 1.3 eq.) were dissolved in acetonitrile-DMF (2:1, 4.5 ml), WSC (215 mg, 1.10 mmol, 1.1 eq.) was added, and the mixture was stirred at room temperature for 14 hr. Water was added to the reaction mixture, and the obtained suspension was diluted with 2% aqueous sodium hydrogen carbonate solution. The precipitate was collected by filtration, washed with water and dried to give the title compound as a white powder (363 mg, 0.918 mmol, 91.8%).

Aufarbeitung

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-df5c375ef883454ebe22f0ea1228dee6
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07803822B2

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