Boron tribromide → HCID 23062636, compound

Participants

Reaction Steps

To a suspension of (2-cyano-4-methoxyphenoxy)-N-(5-chloropyridin-2-yl)acetamide (40.0 g) obtained in Reference Example 65 in dichloromethane (2000 ml) is added dropwise boron tribromide (173 g) at −58° C. over 40 minutes. The reaction solution is stirred for 26 hours while keeping the internal temperature between −20° C. and 0° C., and then poured to ice-water. The precipitated solids are collected by filtration, washed with water, and dried under reduced pressure. A portion (24.3 g) of the resulting solids (37.2 g) are purified by silica gel column chromatography (eluent: chloroform/methanol=50/1-10/1) to give the title compound (17.0 g). APCI-MS M/Z:304/306[M+H]+

Provenance & Evidence