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Chemical Structure| 1580440-61-4 Chemical Structure| 1580440-61-4

Structure of 1580440-61-4

Chemical Structure| 1580440-61-4

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Product Details of [ 1580440-61-4 ]

CAS No. :1580440-61-4
Formula : C10H6ClFN2O
M.W : 224.62
SMILES Code : FC1=CC=C(OC2=CN=C(Cl)N=C2)C=C1
MDL No. :N/A

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Application In Synthesis of [ 1580440-61-4 ]

* 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.

  • Downstream synthetic route of [ 1580440-61-4 ]

[ 1580440-61-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1765-93-1 ]
  • [ 4983-28-2 ]
  • [ 1580440-61-4 ]
YieldReaction ConditionsOperation in experiment
17% With copper diacetate; triethylamine; In dichloromethane; To a stirred solution of <strong>[4983-28-2]2-chloropyrimidin-5-ol</strong> (1.50 g, 1 1.6 mmol) in dichloromethane (20 mL) was added 4-fluorophenylboronic acid (3.30 g, 23.2 mmol), copper(II) acetate (2.49 g, 13.9 mmol) and triethylamine (8.0 mL, 57 mmol). The mixture was left open to the air and stirred overnight. The suspension was then filtered through a pad of Celite and concentrated. The residue was purified by flash chromatography over silica using a hexane/ethyl acetate eluant to afford 2-chloro-5-(4-fluorophenoxy)pyrimidine as a light yellow solid (0.400 g, 17percent). Exchanging 2-chloro-4-(4-fluorophenyl)pyrimidine for this intermediate, ethyl piperidine-4-carboxylate for ethyl 4-fluoropiperidine-4-carboxylate hydrochloride and Intermediate 5 for Intermediate 1 , the final three steps of Example 41 were used to prepare the title compound. 1H NMR (400 MHz, CD3OD) delta 8.20 (s, 2H), 7.09-6.99 (m, 4H), 4.70-4.66 (m, 2H), 3.33-3.16 (m, 3H), 2.90-2.83 (m, 5H), 2.30-2.01 (m, 3H), 1.92-1.89 (m, 4H), 1.70-1.50 (m, 5H) ppm. 13C NMR (100 MHz, CD3OD) delta 172.4, 172.2, 159.8, 158.5, 157.4, 154.4, 150.0, 143.3, 1 18.2, 1 18.1 , 1 16.1 , 1 15.8, 95.7, 93.8, 60.7, 52.8, 45.6, 45.5, 39.6, 31.5, 31.4, 31.3, 31.2, 29.3, 23.0, 21.8, 21.3 ppm. Purity: > 99percent LCMS (214 nm & 254 nm); retention time 1.39 min; (M+H+) 458.0.
 

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