Réaction #79511

Équation de réaction

1-methyl-3-pyrrolecarboxylic acid

diethyl phosphorocyanidate

triethylamine

β-alanine benzyl ester p-toluenesulfonate

→

Benzyl 3-(1-methyl-3-pyrrolecarboxamido)propionate

Solvants

dimethylformamide

DMF

DMF

DMF

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added dropwise under ice cooling
2. 2
   workup.STIRRINGthe reaction mixture was stirred at room temperature for 67 hours

Mode opératoire

Into a solution of 5.01 g (40 mmol) of 1-methyl-3-pyrrolecarboxylic acid and 16.87 g (48 mmol) of β-alanine benzyl ester p-toluenesulfonate in 200 ml of dimethylformamide (hereinafter called “DMF”), a solution of 7.83 g (48 mmol) of diethyl phosphorocyanidate in 50 ml of DMF was added dropwise under ice cooling and stirring. A solution of 9.71 g (96 mmol) of triethylamine in 50 ml of DMF was then added dropwise, and the reaction mixture was stirred at room temperature for 67 hours.

Source