Potassium Hydroxide → HCID 21868795, compound

HRID 857485Notes

Reaction equation

HRID 857485 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)[N:9]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[Cl:25])[C:10]=1[CH2:11][CH2:12][NH:13][CH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)=[O:5])C.[OH-].[K+]>CCO>[Cl:32][C:29]1[CH:30]=[CH:31][C:26]([C:8]2[N:9]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[Cl:25])[C:10]([CH2:11][CH2:12][NH:13][CH:14]3[CH2:15][CH2:16][CH2:17][CH2:18]3)=[C:6]([C:4]([OH:5])=[O:3])[N:7]=2)=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 58760945HCID 58760945, compound

Product 1

HCID 21868795HCID 21868795, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

To a solution of 2-(4-chloro-phenyl)-1-(2-chloro-phenyl)-5-(2-cyclopentylamino-ethyl)-1H-imidazole-4-carboxylic acid ethyl ester I-5i (22 mg, 0.46 mmol) in absolute EtOH (2 ml) was added 1N KOH (500 μl). The reaction mixture was heated to 85° C. for 4 hours and then was concentrated to a quarter fraction of the original volume. The pH of the solution was adjusted to approximately 3.5 using 10% HCl. The aqueous ethanolic solution was concentrated to dryness to give the I-5j as a solid (20 mg): +APCI MS (M+1) 444.4.

Workup

  1. concentrationwas concentrated to a quarter fraction of the original volume
  2. concentrationThe aqueous ethanolic solution was concentrated to dryness

Sources & evidence

ORD record
ord-10a2ee0e58134766a5af97052afb6cba
Source dataset
uspto-grants-2006_12
Patent number
US07145012B2

Reaction notes

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