2-{2-[(4-Chlorophenyl)methyl carbamoyl]quinolin-6-yl}-1-cyclohexyl-1H-benzimidazole-5-carboxylic Acid Ethyl Ester → 2-{2-[(4-Chlorophenyl)methyl carbamoyl]quinolin-6-yl}-1-cyclohexyl-1H-benzimidazole-5-carboxylic Acid

HRID 1788592Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1788592
C([O:3][C:4]([C:6]1[CH:41]=[CH:40][C:9]2[N:10]([CH:34]3[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]3)[C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[N:19]=[C:18]([C:23](=[O:33])[NH:24][CH2:25][C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=3)[CH:17]=[CH:16]4)=[N:12][C:8]=2[CH:7]=1)=[O:5])C>C1COCC1.CCO.[OH-].[Na+]>[Cl:32][C:29]1[CH:30]=[CH:31][C:26]([CH2:25][NH:24][C:23]([C:18]2[CH:17]=[CH:16][C:15]3[C:20](=[CH:21][CH:22]=[C:13]([C:11]4[N:10]([CH:34]5[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]5)[C:9]5[CH:40]=[CH:41][C:6]([C:4]([OH:5])=[O:3])=[CH:7][C:8]=5[N:12]=4)[CH:14]=3)[N:19]=2)=[O:33])=[CH:27][CH:28]=1

Komponenten

5

Edukt 1

HCID 689223652-{2-[(4-Chlorophenyl)methyl carbamoyl]quinolin-6-yl}-1-cyclohexyl-1H-benzimidazole-5-carboxylic Acid Ethyl Ester

Produkt 1

HCID 211581272-{2-[(4-Chlorophenyl)methyl carbamoyl]quinolin-6-yl}-1-cyclohexyl-1H-benzimidazole-5-carboxylic AcidAusbeute 10,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of 63 mg (0.11 mmol) of Compound 546c in 0.55 mL THF, 0.44 mL of EtOH and 0.11 mL of 2 N aq. NaOH was allowed to stand at room temperature overnight. The reaction was quenched with 0.22 mL 1 M aq. HCl. The solvents were removed and the residue was purified by HPLC to yield 6 mg of the title compound.

Aufarbeitung

  1. customThe reaction was quenched with 0.22 mL 1 M aq. HCl
  2. customThe solvents were removed
  3. customthe residue was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-e28513a172e944558539493e46709591
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07511145B2

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