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Chemical Structure| 1204527-15-0 Chemical Structure| 1204527-15-0

Structure of 1204527-15-0

Chemical Structure| 1204527-15-0

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Product Details of [ 1204527-15-0 ]

CAS No. :1204527-15-0
Formula : C13H10ClN3
M.W : 243.69
SMILES Code : CC1=C(C2=CC(Cl)=NC=C2)N3C=CC=CC3=N1
MDL No. :MFCD29921113

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* 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 [ 1204527-15-0 ]

[ 1204527-15-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 64837-53-2 ]
  • [ 1204527-15-0 ]
  • [ 1204527-80-9 ]
YieldReaction ConditionsOperation in experiment
9% With caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene;palladium diacetate; In 1,4-dioxane; at 20℃;Microwave irradiation; To a stirred solution of Int-1 (2.0 g, 8.23 mmol) in 1,4-dioxane (30 mL) were added palladium (II) acetate (0.298 g, 1.31 mmol), Xanthophos (0.696 g, 1.31 mmol) and Int-2 (1.42 g, 8.23 mmol) followed by cesium carbonate (4.0 g, 12.34 mmol) at room temperature. The reaction mixture was thoroughly degassed and subjected to microwave irradiation (800 W) for 7 minutes. The volatiles were concentrated under reduced pressure; the residue was diluted with water (50 mL) and stirred for 30 minutes. The precipitated solid was filtered and dried to get crude material. The crude material was purified by column chromatography eluting with 3percent MeOH/DCM to afford Int-3 (0.3 g, 9percent) as yellowish solid. Mass (m/z): 381 [M++1]. 1H NMR (500 MHz, CDCl3): delta 12.3 (brs, 1H), 8.51-8.21 (m, 2H), 7.6 (d, J=12 Hz, 1H), 7.22-7.40 (m, 3H), 6.95 (t, J=10 Hz, 1H), 4.35-4.45 (q, 2H), 1.38 (t, J=12 Hz, 3H). To a stirred solution of Int-3 (0.4 g, 1.05 mmol) in methanol (16 mL), CH2Cl2 (16 mL) was added 50percent aqueous solution of NH2OH (50percent) at 0° C., and then stirred for 30 minutes. Then NaOH (0.32 g) in water (4 mL) was added to the reaction mixture at 0° C. The reaction mixture was allowed to room temperature, and then stirred for 16 hours. The volatiles were concentrated under vacuum. The residue was diluted with water (50 mL) and neutralized to about pH 7 using 2 N HCl. The precipitated solid was filtered, washed with water (30 mL) and dried under vacuum to afford the title compound (0.27 g, 69percent) as light brown solid. Mass (m/z): 367.9 [M++1]. 1H NMR (200 MHz, dmso-d6): delta 11.0 (bs, 1H), 8.52 (d, J=6.0 Hz, 2H), 7.59 (d, J=8.8 Hz, 1H), 7.37-7.25 (m, 3H), 6.96 (t, 1H), 2.46 (s, 3H). 13C NMR (125 MHz, dmso-d6): 162.18, 156.59, 155.81, 150.91, 147.48, 144.69, 142.51, 138.92, 125.53, 124.11, 118.24, 116.59, 116.31, 112.82, 109.89, 14.28.
 

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