Hydrochloric Acid → HCID 71059798, compound

Participants

Reaction Conditions

Reaction Steps

Mix 5-[2-(4-chloro-phenyl)-7-oxo-4,7-dihydro-5H-thieno[2,3-c]pyridin-6-yl]-pyridine-2-carboxylic acid methyl ester (0.099 g, 0.25 mmol) with 2-pyrrolidin-1-yl-ethylamine (34 mg) in toluene (5 mL). Add Al(CH3)3 (130 μL, 0.26 mmol) and stir the mixture at 60° C. overnight. Cool to 0° C. and quench with water (5 mL). Dilute with EtOAc (20 mL) and filter off the insoluble material. Dilute the filtrate with EtOAc (50 mL), wash with saturated NaHCO3 (2×30 mL), dry over Na2SO4, filter and concentrate. Purify the crude material by chromatography, eluting with 10% CH3OH (2N NH3)/CH2Cl2 to give 0.058 g. Dissolve the material in CH2Cl2 (5 mL) and treat with 1.0 M HCl in EtOH (118 μL). Stir at RT for 5 min and concentrate to give 0.051 g, (39%) of the title compound. LC-MS/ES (35Cl) 481.2 [M+H]+.

Provenance & Evidence