Dichloromethane → HCID 89668069, compound

Participants

Reaction Steps

4-Pyridylacetic acid hydrochloride (58 mg, 0.34 mmol) was added with stirring to a solution of compound 9a (127 mg, 0.224 mmol) in dichloromethane (10 mL). Then Et3N (59 mg, 0.58 mmol) was added, and, after 10 min, N,N′-dicyclohexylcarbodiimide (92 mg, 0.45 mmol) and 4-dimethylaminopyridine (3.0 mg, 0.022 mmol) were added. The reaction mixture was stirred for 16 h, filtered through a plug of silica gel (using dichloromethane/ether mixture (2/1) as eluent). After evaporation of solvents, the product 10 was isolated by column chromatography (eluting with dichloromethane to dichloromethane/ether mixture, 2/1). After evaporation of solvents, compound 10 was precipitated from ether with hexane. Yield: 35 mg (23%) of light-yellow crystals. MS (ESI): m/z (positive mode, rel. int., %)=669.4 (100) [M+H]+. λabs=430 nm, λem=501 nm, ε=30700 M−1cm−1, Φfl.=0.82 (MeOH).

Provenance & Evidence