Réaction #57582

Équation de réaction

4-amino-3-methyl-benzofuran-2-carboxylic acid ethyl ester

ethanesulfonyl chloride

pyridine

→

4-ethanesulfonylamino-3-methyl-benzofuran-2-carboxylic acid ethyl ester

Rendement 69.0%

Solvants

CH2Cl2

Conditions de réaction

Traitement

1. 1
   Températurethe reaction was cooled to <0° C

Mode opératoire

To 4-amino-3-methyl-benzofuran-2-carboxylic acid ethyl ester (563 mg, 2.57 mmol, 1 eq., prepared according to Example 60, Step 1), CH2Cl2 (12 mL) was added under argon and the reaction was cooled to <0° C. Then ethanesulfonyl chloride (243 uL, 2.57 mmol, 1 eq.), and pyridine (623 uL, 7.70 mmol, 3 eq.) were added and the reaction was stirred while slowly warming to room temperature. After work-up and flash column chromatography, 4-ethanesulfonylamino-3-methyl-benzofuran-2-carboxylic acid ethyl ester was obtained in 69% yield. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.3 (m, 6 H) 2.8 (s, 3 H) 3.2 (q, J=7.3 Hz, 2 H) 4.4 (m, J=7.1, 7.1, 7.1 Hz, 2 H) 7.2 (d, J=7.6 Hz, 1 H) 7.5 (m, 1 H) 7.6 (m, 1 H) 9.6 (s, 1 H).

Source