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Chemical Structure| 620175-79-3 Chemical Structure| 620175-79-3

Structure of 620175-79-3

Chemical Structure| 620175-79-3

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Product Details of [ 620175-79-3 ]

CAS No. :620175-79-3
Formula : C10H8ClNO
M.W : 193.63
SMILES Code : O=CC1=CN(C)C2=C1C=CC=C2Cl
English Name :7-Chloro-1-methyl-1H-indole-3-carbaldehyde
MDL No. :MFCD15523375

Safety of [ 620175-79-3 ]

Application In Synthesis of [ 620175-79-3 ]

* 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 [ 620175-79-3 ]

[ 620175-79-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1008-07-7 ]
  • [ 74-88-4 ]
  • [ 620175-79-3 ]
YieldReaction ConditionsOperation in experiment
74% Stage #1: 7-chloro-1H-indole-3-carboxaldehyde With sodium hydride In tetrahydrofuran; mineral oil at 23℃; for 0.25h; Stage #2: methyl iodide In tetrahydrofuran; mineral oil at 23℃; for 1h; 5.5.1 5.1 7-chloro-1-methyl-1H-indole-3-carbaldehyde A suspension of sodium hydride (557 mg, 60% dispersion in mineral oil, 13.9 mmol) in anhydrous THF (25 mL) was treated dropwise with a solution of 7-chloro-1 H-ndoe-3- carbaldehyde (1 .00 g, 5.57 mmol) dissolved in anhydrous THF (5 mL) at 23 °C and stirred at 23 °C for 15 min. The mixture was treated with Mel (0.45 mL, 7.24 mmol), stirred at 23 °C for 1 h and treated with MeOH (10 mL). The solvent was evaporated, the residue was dissolved in water (50 mL), acidified with 1 M HCI to pH 2 and extracted with CH2CI2 (3 x 30 mL). The combined organic layers were dried over anhydrous MgS04, filtered and evaporated. Column chromatography (S1O2; EtOAc/Heptane 30:70 -> 50:50) of the crude gave 7-Chloro-1 -methyl-1 A indole-S-carbaldehyde (800 mg, 74%) as a yellow solid.H NMR (400 MHz, Chloroform-d1 δ = 9.91 (s, 1 H, CHO), 8.18 (dd, J= 7.8, 1.2 Hz, 1 H, H-Ar), 7.54 (s, 1 H, H-Ar), 7.22 (dd, J= 7.7, 1 .2 Hz, 1 H, H-Ar), 7.16 - 7.12 (m, 1 H, H-Ar), 4.14 (s, 3H, CH3) ppm.MS (ESI+, H20/MeCN) /z {%): 194.2 (100, [M + H]+).
 

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