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Chemical Structure| 487041-08-7 Chemical Structure| 487041-08-7

Structure of 487041-08-7

Chemical Structure| 487041-08-7

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Product Details of [ 487041-08-7 ]

CAS No. :487041-08-7
Formula : C10H9FINO3
M.W : 337.09
SMILES Code : O=C1O[C@@H](CO)CN1C2=CC=C(I)C(F)=C2
MDL No. :MFCD08166560

Safety of [ 487041-08-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 487041-08-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 487041-08-7 ]

[ 487041-08-7 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 487041-08-7 ]
  • [ 1056039-83-8 ]
  • [ 856866-72-3 ]
YieldReaction ConditionsOperation in experiment
77.6% With palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide at 90℃; for 6 h; Sealed tube; Inert atmosphere; Green chemistry To a solution of 5 (1.03 g, 3.06 mmol) and potassium carbonate (1.27 g, 9.18 mmol) in degassed N,N-dimethylformamide (DMF) (5 mL) and H2O (5 mL) was added 12 (1.05 g, 3.67 mmol) followed by palladium acetate (0.07 g, 0.31 mmol) and the reaction mixture was heated at 90 °C for 6 h in a sealed tube under argon. The reaction mixture was cooled to room temperature, poured into the ice water. The crude solid was filtered and purified by column chromatography (2 percent CH3OH in CH2Cl2) to obtain the title compound (0.88 g, 77.6 percent). ee>99percent. mp: 199–201 °C. [α]D20= −46 (c=0.5, DMSO). The 1H-NMR and 13C-NMR spectra were in accordance with the literature data.8) 1H-NMR (400 MHz, DMSO-d6) δ: 8.93 (s, 1H), 8.19–8.23 (m, 2H), 7.68–7.76 (m, 2H), 7.51–7.53 (m, 1H), 5.24 (t, 1H J=5.6 Hz), 4.75–4.76 (m, 1H), 4.47 (s, 3H), 4.15 (t, 1H, J=8.6 Hz), 3.90–3.92 (m, 1H), 3.69–3.72 (m, 1H), 3.60–3.63 (m, 1H). 13C-NMR (100 MHz, DMSO-d6) δ: 163.9, 159.3 (J=244 Hz), 154.3, 149.4, 145.1, 140.5, 137.2, 131.6, 130.9, 122.1, 118.6 (J=13 Hz), 114.0, 105.4 (J=28 Hz), 73.5, 61.6, 46.0. ESI-HRMS m/z: Calcd for C17H16FN6O3 (M+H)+: 371.1262. Found: 371.1254.
References: [1] Chemical and Pharmaceutical Bulletin, 2015, vol. 63, # 2, p. 143 - 146.
  • 2
  • [ 487041-08-7 ]
  • [ 856866-72-3 ]
References: [1] Patent: WO2016/88103, 2016, A1, .
 

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