Reaction #43820

Reaction equation

2-Chlorobenzyl chloride

K2CO3

[5-(4-fluoro-benzenesulfonylamino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester

→

{5-[(2-Chloro-benzyl)-(4-fluoro-benzenesulfonyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl ester

Solvents

EtOAc

H2O

CH3CN

Conditions

Workup

1. 1
   Filtrationfiltered through an Extrelut column
2. 2
   WashThe column was washed with EtOAc
3. 3
   Concentrationthe filtrate was concentrated
4. 4
   OtherThe crude product was carried onto the next reaction without any further purification or characterization

Procedure

2-Chlorobenzyl chloride (0.27 mmol) and K2CO3 (63 mg, 0.45 mmol) were added to a solution of [5-(4-fluoro-benzenesulfonylamino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester (40 mg, 0.09 mmol) in CH3CN (1 mL), and stirred overnight at 80° C. The reaction mixture was diluted with EtOAc and H2O, and then filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated. The crude product was carried onto the next reaction without any further purification or characterization.

Source