Reaction #43862

Reaction equation

Cyclopentanecarbonyl chloride

(5-benzylamino-2-propyl-benzoimidazol-1-yl)-acetic acid tert-butyl ester

DIEA

→

subtitle compound

[5-(Benzyl-cyclopentanecarbonyl-amino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester

Solvents

HCl

CH2Cl2

Conditions

Workup

1. 1
   Filtrationfiltered through an Extrelut column
2. 2
   WashThe Extrelut column was washed with CH2Cl2
3. 3
   Concentrationthe filtrate was concentrated

Procedure

Cyclopentanecarbonyl chloride (43 μL, 0.36 mmol) was added to a solution of (5-benzylamino-2-propyl-benzoimidazol-1-yl)-acetic acid tert-butyl ester (45 mg, 0.12 mmol), DIEA (41 μL, 0.24 mmol) and DMAP (15 mg, 0.12 mmol) in CH2Cl2 (1 mL), and stirred overnight at room temperature. The reaction solution was diluted with aqueous HCl (1.0 M) and filtered through an Extrelut column. The Extrelut column was washed with CH2Cl2, and the filtrate was concentrated to afford the subtitle compound that was used without further purification. MS calculated for C29H37N3O3+H: 476, observed: 476.

Source