Calcium Hydroxide → HCID 72700428, compound

Participants

Reaction Steps

To a suspension of ((5-(5-phenyl-4-((pyridin-2-ylmethyl)amino)quinazolin-2-yl)pyridin-3-yl)sulfonyl)phosphoramidic acid (2) (0.200 g, 0.365 mmol) in ethanol (5 mL) was added calcium hydroxide (0.041 g, 0.55 mmol) in 2 mL of water. The resulting mixture was stirred under nitrogen atmosphere at room temperature for 2 h. The reaction mixture was concentrated to dryness and the residue was washed with ethyl acetate (2×10 mL), acetone (2×10 mL) and acetonitrile (2×15 mL) to afford calcium (5-(5-phenyl-4-((pyridin-2-ylmethyl)amino)quinazolin-2-yl)pyridin-3-yl)sulfonylphosphoramidate (7) (0.195 g, 0.322 mmol, 88.6% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ (ppm) 4.77 (d, J=4.27 Hz, 2H), 6.92 (t, J=4.14 Hz, 1H), 7.26-7.35 (m, 2H), 7.39 (d, J=8.03 Hz, 1H), 7.50-7.60 (m, 5H), 7.79 (td, J=7.65, 1.76 Hz, 1H), 7.83-7.89 (m, 1H), 7.91-7.96 (m, 1H), 8.30 (d, J=4.27 Hz, 1H), 9.10 (s, 1H), 9.25 (t, J=2.13 Hz, 1H), 9.73 (d, J=2.01 Hz, 1H); LCMS Method I: retention time 1.66 min, [M−1]=547. HPLC Method B: Purity 94.3%, retention time 6.17 min, HPLC Method C: Purity 94.45%, retention time 5.97 min. Elemental analysis: Compound was hygroscopic, elemental analysis not obtained.

Provenance & Evidence