Triethylamine → HCID 23154349, compound

Participants

Reaction Steps

2-Amino-4-(4-amino-3-chlorophenoxy)pyridine (236 mg) as disclosed in WO 02/32872 was dissolved in tetrahydrofuran (10 ml) under a nitrogen atmosphere, and then triethylamine (0.21 ml) and phenyl chloroformate (0.188 ml) were added dropwise thereto while cooling in an ice bath, followed by stirring at room temperature for 1.5 hrs. To the reaction mixture were added N,N-dimethylformamide (2 ml) and 1-methylpiperazine (0.555 ml), followed by further stirring for 1 day. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, which was then purified by silica gel column chromatography (eluent; ethyl acetate:methanol=95:5) to provide the titled compound (234 mg, 65%) as pale brown powder.

Provenance & Evidence