methyl 4-(chlorosulfonylmethyl)benzoate

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: Under inert gas, 10 g of 4-[(chlorosulfonyl)methyl]benzoic acid methyl ester were initially charged in 100 ml of DCM, then, at a temperature of 0° C., 12.1 ml of 2,4-dimethoxybenzylamine were added dropwise. The reaction mixture was filtered and the filtrate was washed with 1 N HCl. The organic phase was dried over MgSO4 and concentrated by rotary evaporation. This gave the product (14.2 g) with a molecular weight of 379.4 g/mol (C18H21NO6S). The reaction mixture was filtered the filtrate was washed with 1 N HCl The organic phase was dried over MgSO4 concentrated by rotary evaporation

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

Procedure: Under inert gas, 10 g of 4-[(chlorosulfonyl)methyl]benzoic acid methyl ester were initially charged in 100 ml of DCM, then, at a temperature of 0° C., 12.1 ml of 2,4-dimethoxybenzylamine were added dropwise. The reaction mixture was filtered and the filtrate was washed with 1 N HCl. The organic phase was dried over MgSO4 and concentrated by rotary evaporation. This gave the product (14.2 g) with a molecular weight of 379.4 g/mol (C18H21NO6S). The reaction mixture was filtered the filtrate was washed with 1 N HCl The organic phase was dried over MgSO4 concentrated by rotary evaporation

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

Procedure: Under inert gas, 10 g of 4-[(chlorosulfonyl)methyl]benzoic acid methyl ester were initially charged in 100 ml of DCM, then, at a temperature of 0° C., 12.1 ml of 2,4-dimethoxybenzylamine were added dropwise. The reaction mixture was filtered and the filtrate was washed with 1 N HCl. The organic phase was dried over MgSO4 and concentrated by rotary evaporation. This gave the product (14.2 g) with a molecular weight of 379.4 g/mol (C18H21NO6S). The reaction mixture was filtered the filtrate was washed with 1 N HCl The organic phase was dried over MgSO4 concentrated by rotary evaporation

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: To a solution of 4-chlorosulfonylmethylbenzoic acid methyl ester (435 mg, 1.75 mmol) and 3-aminopyridine (170 mg, 1.81 mmol) in CH2Cl2 (10 mL) at 0° C. was added triethylamine (488 μL, 3.50 mmol), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with CHCl3, and the mixture was washed with water and brine. The organic layer was dried (Na2SO4) and evaporated under reduced pressure to give the crude product which was purified by MPLC on silica gel (3% MeOH in EtOAc) to afford the titled compound (434 mg, 81%) as a white solid. the mixture was washed with water and brine The organic layer was dried (Na2SO4) evaporated under reduced pressure to give the crude product which was purified by MPLC on silica gel (3% MeOH in EtOAc)

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

Procedure: Under inert gas, 10 g of 4-[(chlorosulfonyl)methyl]benzoic acid methyl ester were initially charged in 100 ml of DCM, then, at a temperature of 0° C., 12.1 ml of 2,4-dimethoxybenzylamine were added dropwise. The reaction mixture was filtered and the filtrate was washed with 1 N HCl. The organic phase was dried over MgSO4 and concentrated by rotary evaporation. This gave the product (14.2 g) with a molecular weight of 379.4 g/mol (C18H21NO6S). The reaction mixture was filtered the filtrate was washed with 1 N HCl The organic phase was dried over MgSO4 concentrated by rotary evaporation