Water → 5-Fluoro-2-nitroanisole

Participants

Reaction Steps

3 g of 5-fluoro-2-nitrophenol are dissolved in DMF and, after addition of 1.1 equivalent each of iodomethane and cesium carbonate, stirred at room temperature. After the reaction is complete, the reaction mixture is poured into water, extracted with diethyl ether, washed and concentrated. 3.2 g of 2-methoxy-4-fluoronitro-benzene are produced. Starting from this, 4.2 g of 2-methoxy-4-pyrrolidinylnitrobenzene are prepared by reaction with pyrrolidine by general reaction method A. The crude product is hydrogenated by general method B. 3.6 g of 2-methoxy-4-pyrrolidinylaminobenzene are obtained. Starting from 150 mg of the crude product and by reaction with 2-thiophenesulfonyl chloride, 154 mg of thiophene-2-sulfonic acid 2-methoxy-4-pyrrolidin-1-ylphenylamide are prepared by general method C.

Provenance & Evidence