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Chemical Structure| 709649-53-6 Chemical Structure| 709649-53-6

Structure of 709649-53-6

Chemical Structure| 709649-53-6

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Product Details of [ 709649-53-6 ]

CAS No. :709649-53-6
Formula : C12H19NO2
M.W : 209.28
SMILES Code : CCCOC1=C(OC)C=CC=C1CNC
MDL No. :MFCD11607676

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Application In Synthesis of [ 709649-53-6 ]

* 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 [ 709649-53-6 ]

[ 709649-53-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 709649-53-6 ]
  • [ 167837-43-6 ]
  • [ 709652-68-6 ]
YieldReaction ConditionsOperation in experiment
47% EDC (231 mg, 1.2 mmol) was added to a solution of (E)-3- (6-amino-pyridin-3- yl) acrylic acid (164 mg, 1.0 mmol), (2-propoxy-3-methoxy-benzyl) methylamine (230 mg, 1.1 mmol), HOBT'H20 (149 mg, 1.1 mmol) and DIPEA (525 L) L, 3.0 mmol) in dry DMF (10 mL). After 18 hr of stirring, the mixture was diluted with water (60 mL) and extracted with EtOAc (2X20 mL). The organic layer was washed with brine (2X30 mL), dried and evaporated. Flash chromatography (silica 1-3% MEOH in CH2CL2) furnished pure free base which was dissolved in CHZCLZ (10 mL). After addition of HCl (1.5 mL, 1M in ether), the solvents were evaporated; the residue was washed with ether and dried to afford the title compound (185 mg, 47%). 1H NMR (300 MHz, DMSO-d6) 8 8.16 (m, 3H), 7.48 and 7.45 (rotamers, 2d, J= 15.4 Hz, 1H), 7.23 (d, J= 15. 4 Hz, 1H), 7.00 (m, 3H), 6.61 (m, 1H), 4.78 and 4.63 (rotamers, 2s, 2H), 3.87 (m, 2H), 3.79 (s, 3H), 3.09 and 2.85 (rotamers, 2s, 3H), 1.71 (m, 2H), 0.97 (m, 3H). MS (ESI) M/E 356 (M+H) +.
 

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