Hydrochloric Acid → HCID 178437826, Verbindung

HRID 43978

Reaktionsgleichung

Reaktionsgleichung von HRID 43978
ClCCl.[Cl:4][C:5]1[N:6]=[C:7]([C:12]([NH:14][C@H:15]2[CH2:20][CH2:19][N:18]([C:21]3[S:22][C:23]([C:27]4[N:31](CCC#N)[N:30]=[N:29][N:28]=4)=[C:24]([CH3:26])[N:25]=3)[CH2:17][C@H:16]2[O:36][CH3:37])=[O:13])[NH:8][C:9]=1[CH2:10][CH3:11].C1(C2CCCCCCCCCC=2)CCCCCCCCNN=1.Cl>C(OCC)(=O)C.O>[Cl:4][C:5]1[N:6]=[C:7]([C:12]([NH:14][C@H:15]2[CH2:20][CH2:19][N:18]([C:21]3[S:22][C:23]([C:27]4[NH:28][N:29]=[N:30][N:31]=4)=[C:24]([CH3:26])[N:25]=3)[CH2:17][C@H:16]2[O:36][CH3:37])=[O:13])[NH:8][C:9]=1[CH2:10][CH3:11]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 536302743-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-eneHCID 86648857cis(+/-)-4-Chloro-N-(1-{5-[1-(2-cyanoethyl)-1H-tetrazol-5-yl]-4-methyl-1,3-thiazol-2-yl}-3-methoxypiperidin-4-yl)-5-ethyl-1H-imidazole-2-carboxylic acid amide

Produkt 1

HCID 178437826HCID 178437826, VerbindungAusbeute 51,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Dichloromethane (1.5 mL) was added to cis(±)-4-chloro-N-(1-{5-[1-(2-cyanoethyl)-1H-tetrazol-5-yl]-4-methyl-1,3-thiazol-2-yl}-3-methoxypiperidin-4-yl)-5-ethyl-1H-imidazole-2-carboxylic acid amide obtained in Example (262a) (16 mg, 0.03 mmol). While the mixture was stirred, diazabicycloundecene (15 mg, 0.10 mmol) was added, followed by stirring at room temperature overnight. The reaction solution was diluted with ethyl acetate and water. The organic layer was neutralized with 1 N hydrochloric acid, washed with brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was solidified with diethyl ether and hexane to obtain 7 mg of the title compound as a white solid (47%).

Aufarbeitung

  1. stirringby stirring at room temperature overnight
  2. washwashed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-dc9c4079df484dc482f8129e44f699a8
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536197B2

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