2-chloro-N-(2,4-dichlorophenyl)acetamide

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Using the procedure described in Example 5, treatment of a solution of L-proline-L-isoleucine benzylamide (58 mg, 0.18 mmol), with triethylamine (130 uL, 0.93 mmol, 5.0 eq), and N-chloroacetyl-2,4-dichloroaniline (53 mg, 0.22 mmol, 1.2 eq) in THF (7 mL), provided a crude product. A portion of the product was purified by preparative TLC to provide 30 mg (32%) of L-isoleucine, N-[1-(2,4-dichlorophenylcarbamoylmethyl)-L-proline] benzylamide. provided a crude product A portion of the product was purified by preparative TLC

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Hydroxy-4-methoxybenzonitrile (3 g) synthesized according to the method described in JP-A-8-253466 was dissolved in dimethylformamide (20 ml) and potassium tert-butoxide (5 g) was added under ice-cooling. After stirring for 30 min, 2-chloro-N-(2,4-dichlorophenyl)acetamide was added and the mixture was further stirred for 1 hr. Then water (20 ml) was added and the crystals were precipitated. The crystals were added to ethanol (20 ml) to give a solution, to which sodium ethoxide (0.6 mg) was added. The mixture was stirred at 78° C. for 1 hr and cooled to give the title compound (1.36 g). melting point: 187-188° C. cooling the mixture was further stirred for 1 hr the crystals were precipitated The crystals were added to ethanol (20 ml) to give a solution The mixture was stirred at 78° C. for 1 hr cooled

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Hydroxy-4-methoxybenzonitrile (3 g) synthesized according to the method described in JP-A-8-253466 was dissolved in dimethylformamide (20 ml) and potassium tert-butoxide (5 g) was added under ice-cooling. After stirring for 30 min, 2-chloro-N-(2,4-dichlorophenyl)acetamide was added and the mixture was further stirred for 1 hr. Then water (20 ml) was added and the crystals were precipitated. The crystals were added to ethanol (20 ml) to give a solution, to which sodium ethoxide (0.6 mg) was added. The mixture was stirred at 78° C. for 1 hr and cooled to give the title compound (1.36 g). melting point: 187-188° C. cooling the mixture was further stirred for 1 hr the crystals were precipitated The crystals were added to ethanol (20 ml) to give a solution The mixture was stirred at 78° C. for 1 hr cooled