Phosphonic acid, P-[(6-Methyl-2-pyridinyl)(phenylaMino)Methyl]-, diphenyl ester synthesis
- Product Name:Phosphonic acid, P-[(6-Methyl-2-pyridinyl)(phenylaMino)Methyl]-, diphenyl ester
- CAS Number:614750-85-5
- Molecular formula:C25H23N2O3P
- Molecular Weight:430.44
1122-72-1
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Yield:614750-85-5 100%
Reaction Conditions:
with zirconyl chloride octahydrate in isopropyl alcohol at 20; for 2 h;
Steps:
A Step A: diphenyl (6-methylpyridin-2-yl)(phenylamino)methylphosphonate
A mixture of 6-methylpicolinaldehyde (1.00 g, 8.26 mmol), diphenyl phosphite (1.92 mL, 9.91 mmol), aniline (754 μL, 8.26 mmol) and ZrOCl28H2O (266 mg, 0.826 mmol) in i-PrOH (16 mL) was stirred at room temperature for 2 hours. The reaction mixture was quenched with water and then extracted with DCM twice. The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hexanes:EtOAc=7:3 to 3:2) to afford diphenyl (6-methylpyridin-2-yl)(phenylamino)methylphosphonate (3.67 g, quant.) as a yellow solid. 1H-NMR (400 MHz, CDCl3): δ 7.51 (1H, t, J=7.6 Hz), 7.35 (1H, d, J=7.6 Hz), 7.25-7.23 (4H, m), 7.21-7.10 (4H, m), 7.08-7.00 (4H, m), 6.78-6.73 (3H, m), 5.48 (1H, t, J=7.6 Hz), 5.32 (1H, dd, J=21.0, 8.0 Hz), 2.52 (3H, s).
References:
US2020/231591,2020,A1 Location in patent:Paragraph 0098; 0119; 0120
1122-72-1
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4712-55-4
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62-53-3
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614750-85-5
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1122-72-1
298 suppliers
$7.00/1g
838-85-7
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62-53-3
635 suppliers
$10.00/1g
614750-85-5
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