Reaktion #326431

Reaktionsgleichung

2,6-Difluorobenzenesulfonyl chloride

methyl 3-amino-2-fluorobenzoate

pyridine

→

title compound

Ausbeute 87.0%

Methyl 3-{[(2,6-difluorophenyl)sulfonyl]amino}-2-fluorobenzoate

Ausbeute 87.0%

Lösungsmittel

DCM

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIn a 500 mL flask was placed
2. 2
   Sonstigechromatographed on silica with 5% to 100% EtOAc

Vorschrift

In a 500 mL flask was placed methyl 3-amino-2-fluorobenzoate (5.5 g, 32.5 mmol) and DCM (100 mL), and pyridine (2.9 mL, 35.8 mmol) was added. 2,6-Difluorobenzenesulfonyl chloride (7.6 g, 35.8 mmol) in DCM (50 mL) was added dropwise via addition funnel and the reaction mixture was allowed to stir at rt overnight. The reaction mixture was stripped onto silica and column chromatographed on silica with 5% to 100% EtOAc:Hexane to give 9.75 g (87%) of the title compound of Step C. 1H-NMR (400 MHz, DMSO-d6) δ 10.98 (s, 1H), 7.64-7.82 (m, 3H), 7.46-7.61 (m, 1H), 7.29 (t, J=8.8 Hz, 2H), and 3.81 (s, 3H). MS (ESI): 346 [M+H]+.

Quelle