1,1'-Carbonyldiimidazole → N-(2-hydroxy-3-nitrophenyl)-3-cyclopentyloxy-4-methoxyphenylacetamide

A suspension of 3-cyclopentyloxy-4-methoxyphenylacetic acid (1.00 g) and 1,1′-carbonyl diimidazole (821 mg) in dichloromethane (5 ml) was stirred at room temperature, under argon, for 2 hours. The resulting solution was added to a stirred solution of 2-amino-6-nitrophenol (723 mg) in dichloromethane (10 ml) and the mixture stirred at room temperature, under argon, overnight. The reaction mixture was diluted with water (100 ml) and extracted with dichloromethane (3×50 ml). The combined organic extracts were washed with water (100 ml), 1 N HCl (50 ml) and brine (50 ml), dried over CaSO4 and evaporated in-vacuo to yield the title compound (1.05 g, 68%) as an orange solid.

1. stirringthe mixture stirred at room temperature, under argon, overnight
2. extractionextracted with dichloromethane (3×50 ml)
3. washThe combined organic extracts were washed with water (100 ml), 1 N HCl (50 ml) and brine (50 ml)
4. dry with materialdried over CaSO4
5. customevaporated in-vacuo

ORD record

ord-5abd6d711a424e84975c7298d7e8a334

Source dataset

uspto-grants-2002_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06372770B1