Trifluoroacetic acid → 4-[4-(4-Fluorophenylaminocarbonyl)piperazin-1-yl]-7-nitroquinolin trifluoroacetate

To a solution of 4-[4-(tert-butoxycarbonyl)piperazin-1-yl]-7-nitroquinoline (360 mg, 1 mmol) in CH2Cl2 (1 mL) is added trifluoroacetic acid (1 mL). After 1½ h at room temp., the mixture is concentrated, and the residue is dissolved in CH2Cl2 (20 mL) and treated with triethylamine (0.56 mL, 4 mmol) and 4-fluorophenyl isocyanate (0.16 mL, 1.4 mmol). After 1½ h stirring at room temp., the reaction mixture is washed with water and brine, dried (Na2SO4), and concentrated. The residue is purified by reversed phase HPLC with water-MeCN-TFA yielding the title product.

1. waitAfter 1½ h at room temp.
2. concentrationthe mixture is concentrated
3. dissolutionthe residue is dissolved in CH2Cl2 (20 mL)
4. washthe reaction mixture is washed with water and brine
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated
7. customThe residue is purified by reversed phase HPLC with water-MeCN-TFA yielding the title product

ORD record

ord-d98e7f77fedf4aa580cf6406f9588ebf

Source dataset

uspto-grants-2007_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07220856B2