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Chemical Structure| 99361-09-8 Chemical Structure| 99361-09-8

Structure of 99361-09-8

Chemical Structure| 99361-09-8

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Product Details of [ 99361-09-8 ]

CAS No. :99361-09-8
Formula : C10H8IN
M.W : 269.08
SMILES Code : CC1=NC2=CC=CC=C2C(I)=C1
MDL No. :MFCD14705098

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Application In Synthesis of [ 99361-09-8 ]

* 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 [ 99361-09-8 ]

[ 99361-09-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 99361-09-8 ]
  • [ 31680-08-7 ]
  • C18H16N2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% In round bottom flask, dried and flushed with argon, was placed 4-iodo-2- methylquinoline (296 mg, 1 .1 mmol, 1 .1 eq.) in 5 mL of anhydrous THE was cooled to -78C under nitrogen. To the solution was added 1 .3 M iPrMgCl.LiCI in THE (0.92 mL, 1 .2 mmol, 1 .2 eq.) dropwise. After 30 mm, the magnesium solution was added to a solution of <strong>[31680-08-7]4-methoxy-3-nitrobenzaldehyde</strong> (232 mg, 1 mmol, 1 eq.) in THE (5 mL) at -78C. The resulting mixture was allowed to come to room temperature, stirred for 5 h, quenched with NH4CI, and extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered and concentrated under reduce pressure. The crude mixture was purified by flash column chromatography on silica gel (DCM/EtOAc/NEt3: 6/4/0.1) to afford the desired product (483 mg, 75%).1H NMR (300 MHz, CDCI3): 6 [ppm] = 8.00 (d, J = 8.7 Hz, 1H), 7.90 (d, J = 2.4 Hz, 1 H), 7.80 (d, J = 9.0 Hz, 1 H), 7.63 (d, J = 7.6 Hz, 1 H), 7.51 (5, 1 H), 7.47-7.36 (m, 2H), 6.98 (d, J = 8.9 Hz, 1 H), 6.43 (5, 1 H), 3.91 (5, 3H), 3.56 (br s, OH), 2.72 (5, 3H).13 NMR (75 MHz, CDCI3): 6 [ppm] = 159.2, 152.8, 148.3, 147.4, 141.7, 134.6,132.8, 129.6, 129.5, 126.2, 124.6, 123.7, 123.4, 119.6, 113.9, 71.5, 56.8, 25.6.
 

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