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Chemical Structure| 1355066-42-0 Chemical Structure| 1355066-42-0

Structure of 1355066-42-0

Chemical Structure| 1355066-42-0

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Product Details of [ 1355066-42-0 ]

CAS No. :1355066-42-0
Formula : C9H12ClNO2
M.W : 201.65
SMILES Code : OC1=CC(Cl)=C(OCC(C)C)N=C1
MDL No. :MFCD27991847

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Application In Synthesis of [ 1355066-42-0 ]

* 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 [ 1355066-42-0 ]

[ 1355066-42-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1355066-42-0 ]
  • [ 1354961-13-9 ]
  • tert-butyl 5-chloro-4-((5-chloro-6-isobutoxypyridin-3-yl)oxy)-2-fluorobenzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In dimethyl sulfoxide; at 20℃; for 16h; To a mixture of 5-chloro-6-isobutoxypyridin-3-ol (Preparation 13, 0.32 g, 1.56 mmol) and <strong>[1354961-13-9]tert-butyl 5-chloro-2,4-difluorobenzoate</strong> (Preparation WO2012007883 A, 10.39 g, 1.56 mmol) in anhydrous dimethyl sulfoxide (5 mL) was added potassium carbonate (0.431 g, 3.12 mmol). The reaction mixture was stirred at ambient temperature for 16 h. The mixture was diluted with ethyl acetate (100 mL) and water (10 mL) was added. The organic phase was washed with water (10 mL), brine (10 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo to give the title compound as pale yellow solid (0.51 g, 76%). The compound was used without further purification in the next step. To a mixture of /ert-butyl 5-chloro-4-((5-chloro-6- isobutoxypyridin-3-yl)oxy)-2-fluorobenzoate (0.51 g, 1.19 mmol) in dichloromethane (20 mL) was added trifluoroacetic acid (4 mL) and the reaction mixture was stirred for 16 hours at room temperature. After concentration in vacuo, the residue was triturated in diethyl ether/hexanes (1: 1, 5 mL) to give the title compound as an off-white solid (0.38 g, 84% yield): NMR (300 MHz, CDC13) δ 10.04 (br s, 1H), 8.10 (d, J= 7.3 Hz, 1H), 7.94 (d, J= 2.4 Hz, 1H), 7.51 (d, J= 2.4 Hz, 1H), 6.54 (d, J= 11.2 Hz, 1H), 4.12 (d, J= 6.5 Hz, 2H), 2.19-2.07 (m, 1H), 1.04 (d, J = 6.7 Hz, 6H); MS (ES-) m/z 372.1, 374.1 (M-l).
 

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