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Chemical Structure| 1394119-36-8 Chemical Structure| 1394119-36-8

Structure of 1394119-36-8

Chemical Structure| 1394119-36-8

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Product Details of [ 1394119-36-8 ]

CAS No. :1394119-36-8
Formula : C11H7ClIN5
M.W : 371.56
SMILES Code : NC1=NC=C(Cl)C(N2N=CC3=C2C=C(I)C=C3)=N1

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Application In Synthesis of [ 1394119-36-8 ]

* 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 [ 1394119-36-8 ]

[ 1394119-36-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 261953-36-0 ]
  • 2-amino-4,5-dichloropyrimidine [ No CAS ]
  • [ 1394119-36-8 ]
YieldReaction ConditionsOperation in experiment
Step 1-Synthesis of 5-chloro-4-(6-iodo-1H-indazol-1-yl)pyrimidin-2-amine To a solution of 6-iodo-1H-indazole (100 mg, 0.41 mmol) in DMF (3 mL) was added NaH (60% oil dispersion, 32 mg, 0.82 mmol) at 0 C. The mixture was stirred at 0 C. to RT for 10 min before addition of 4,5-dichloropyrimidin-2-amine (134.4 mg, 0.82 mmol). The mixture was stirred at 50 C. for 2 hr, then quenched with water and extracted with DCM (2*). The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. LC-MS (Method B) indicated a mixture of title compound [67%, Retention time=2.11 min, m/z=+371.9/373.9 (M+H)+] and an isomeric by-product [10%, Retention time=2.07 min, m/z=+371.9/373.9 (M+H)+]. Purification by flash chromatography (Isolute column, 50% EtOAc in heptane) afforded the title compound: 1H NMR (500 MHz, DMSO) δ 7.31 (2H, br. s.), 7.65 (1H, dd, J=8.51, 1.26 Hz), 7.71 (1H, d, J=8.20 Hz), 8.45-8.48 (1H, m), 8.56-8.71 (1H, m), 8.61 (1H, s); LC-MS: m/z=+371.9 (M+H)+.
 

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