1,2-Dichloroethane → HCID 178499185, Verbindung

Beteiligte Stoffe

Reaktionsschritte

To a solution of methyl 4-benzyloxy-3-carboxy-1H-pyrazole-5-carboxylate (2.0 g, 7.24 mmol) in DMF (30 mL) were added HOBT (1.17 g, 8.69 mmol), 1-(3-pyridyl)-2-methylaminoethanol (1.21 g, 7.96 mmol; prepared by the methods of Tsushima, S., et al., EP 278621 and Cudahy, M. M., et al., WO 2003059911), triethylamine (0.88 g, 8.69 mmol), and EDC (1.67 g, 8.69 mmol). The reaction mixture was stirred at ambient temperature for 18 hours. The DMF was removed in vacuo and the residue was purified by prep HPLC (Waters prep LC 4000 System using a Waters Nova Pak column (3 100×40 mm I.D. cartridges, C18, 6 μM pore size) eluting with 95-5% water (0.10% TFA)/acetonitrile (0.10% TFA) at 60 mL/minute). Appropriate fractions were combined and the solvent was removed under reduced pressure to give a yellow solid. The free base of the product was obtained by partitioning between aqueous NaHCO3 and ethyl acetate. The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo to give a gum. ES MS (M+1)=277.

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