Hydrochloric Acid → HCID 66831351, compound

To a suspension of 2-(1-(7-fluoro-3-(3-fluorophenyl)-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)ethylcarbamoyl)benzoic acid (0.2462 g, 0.548 mmol) in EtOH (5.48 mL, 0.548 mmol) was added concd. HCl (0.457 mL, 5.48 mmol), and the mixture was stirred under reflux. After 25 h, the mixture was cooled to rt. To the mixture was added ice water (50 mL). The aq acidic mixture (pH˜1.5) was washed with DCM (50 mL×2) to remove organic impurities. The aq mixture was then treated with satd aq NaHCO3 solution (50 mL) and extracted with DCM (50 mL×3). The combined organic layers were washed with water (50 mL×1) and brine (50 mL×1), dried over Na2SO4, filtered, and concd under reduced pressure to give 2-(1-aminoethyl)-7-fluoro-3-(3-fluorophenyl)-4H-pyrido[1,2-a]pyrimidin-4-one as a yellow foamy solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 8.88-8.93 (1H, m), 8.10 (1 H, ddd, J=9.9, 7.1, 2.9 Hz), 7.83 (1 H, dd, J=9.6, 5.7 Hz), 7.47-7.55 (1 H, m), 7.17-7.28 (3 H, m), 3.77 (1 H, q, J=6.7 Hz), 1.93 (2 H, br. s.), 1.18 (3 H, d, J=6.3 Hz); Mass Spectrum (ESI) m/e=302.0 (M+1).

1. additionwas added concd
2. temperatureunder reflux
3. washThe aq acidic mixture (pH˜1.5) was washed with DCM (50 mL×2)
4. customto remove organic impurities
5. additionThe aq mixture was then treated with satd aq NaHCO3 solution (50 mL)
6. extractionextracted with DCM (50 mL×3)
7. washThe combined organic layers were washed with water (50 mL×1) and brine (50 mL×1)
8. dry with materialdried over Na2SO4
9. filtrationfiltered

ORD record

ord-c950d839ee2e4bcfb519de0a19f6fbbd

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08754089B2