1-Methylpiperazine → HCID 58065510, compound

Participants

Reaction Steps

5-(3-[(1S)-2-Methoxy-1-methylethoxy]-5-{5-[(5S)-5-methyl-4,5-dihydro-1,3-oxazol-2-yl]-1H-pyrrol-2-yl}phenoxy)pyridine-2-carboxylic acid (270 mg, 0.60 mmol) synthesized in Example (129f) was dissolved in tetrahydrofuran (5 mL), and N-methylpiperazine (199 μl, 1.79 mmol), HATU (454 mg, 1.19 mmol) and N,N-diisopropylethylamine (624 μL, 3.58 mmol) were added, followed by stirring at room temperature for 3 days under nitrogen atmosphere. To the reaction solution, saturated brine (15 mL) was added, and extraction was carried out twice with ethyl acetate (15 mL), followed by drying over sodium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: methanol/methylene chloride=0%-5%) to afford the desired compound (208 mg, yield 65%) as a pale yellow solid.

Provenance & Evidence