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Chemical Structure| 1203605-21-3 Chemical Structure| 1203605-21-3

Structure of 1203605-21-3

Chemical Structure| 1203605-21-3

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Product Details of [ 1203605-21-3 ]

CAS No. :1203605-21-3
Formula : C11H10ClN3O2
M.W : 251.67
SMILES Code : COC1=C(C2=CN=NC(Cl)=N2)C(OC)=CC=C1
MDL No. :MFCD25956512

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Application In Synthesis of [ 1203605-21-3 ]

* 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 [ 1203605-21-3 ]

[ 1203605-21-3 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 423768-52-9 ]
  • [ 1203605-21-3 ]
  • [ 1203604-47-0 ]
YieldReaction ConditionsOperation in experiment
59% With potassium carbonate; In acetonitrile; at 85℃;Inert atmosphere; Under argon, a solution of 3-chloro-5-(2,6-dimethoxyphenyl)-1,2,4-triazine (6.85 mg, 0.027 mmol, prepared as in example 41), <strong>[423768-52-9](1,5-dimethyl-1H-pyrazol-3-yl)methylamine</strong> (8 mg, 0.064 mmol) and potassium carbonate (3.8 mg, 0.028 mmol) in anhydrous acetonitrile (0.7 mL) was stirred at 85C overnight. The solution was evaporated. The residue was purified by preparative TLC (silica gel, dichloromethane/methanol 95/5) to afford 5-(2,6-dimethoxyphenyl)-N-[(1,5-dimethyl-1H-pyrazol-3-yl)methyl]-1,2,4-triazin-3-amine (5.5 mg, 59%) as an off-white solid. ESI-MS m/z 341 (M+H)+. 1H NMR (CDCl3), delta (ppm): 8.45 (s, 1H), 7.40 (t, J = 8.4 Hz, 1H), 6.64 (d, J = 8.4 Hz, 2H), 6.06 (s, 1H), 4.70 (d, J = 5.2 Hz, 2H), 3.77 (s, 6H), 3.73 (s, 3H), 2.23 (s, 3H).
  • 2
  • [ 1203605-21-3 ]
  • [ 51785-22-9 ]
  • [ 1203604-51-6 ]
YieldReaction ConditionsOperation in experiment
37% With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 85℃;Inert atmosphere; Under argon, a solution of 3-chloro-5-(2,6-dimethoxyphenyl)-1,2,4-triazine (15.4 mg, 0.061 mmol, prepared as in example 41), <strong>[51785-22-9]2-piperidin-2-yl-1,3-benzothiazole</strong> (20 mg, 0.092 mmol) and DIPEA (11 µL, 0.063 mmol) in anhydrous acetonitrile (0.25 mL) was stirred at 85C overnight. The solution was then concentrated and the residue was purified by preparative TLC (silica gel, dichloromethane/methanol 95/5) to give 2-{1-[5-(2,6-dimethoxyphenyl)-1,2,4-triazin-3-yl]piperidin-2-yl}-1,3-benzothiazole (9.8 mg, 37%) as a yellow oil. ESI-MS m/z 434 (M+H)+. 1H NMR (CDCl3), δ (ppm): 8.59 (s, 1H), 7.99 (d, J = 7.8 Hz, 1H), 7.83 (d, J = 7.8 Hz, 1H), 7.45 (t, J = 8.4 Hz, 1H), 7.39-7.32 (m, 2H), 7.60 (d, J = 8.4 Hz, 2H), 6.55 (br s, 1H), 5.04-5.00 (m, 1H), 3.67 (s, 6H), 3.36-3.28 (m, 1H), 2.79-2.74 (m, 1H), 2.06-2.02 (m, 1H), 1.80-1.69 (m, 4H).
  • 3
  • [ 99839-16-4 ]
  • [ 1203605-21-3 ]
  • [ 1203604-45-8 ]
YieldReaction ConditionsOperation in experiment
38% Under argon, sodium hydride (60%, 3.1 mg, 0.08 mmol) was added to a solution of (4,5-dimethyl-1,3-thiazol-2-yl)methanol (16.2 mg, 0.11 mmol) in anhydrous THF (1 mL). The reaction mixture was stirred at room temperature for 20 minutes, then 3-chloro-5-(2,6-dimethoxyphenyl)-1,2,4-triazine (10 mg, 0.04 mmol, prepared as in example 41) was added and the resulting mixture was stirred overnight at 70C. An aqueous ammonium chloride solution was added and the mixture was extracted with diethyl ether and ethyl acetate. The combined organic extracts were dried over sodium sulfate, filtered and evaporated. Purification by preparative TLC (silica gel, dichloromethane/methanol 95/5) afforded 5-(2,6-dimethoxyphenyl)-3-[(4,5-dimethyl-1,3-thiazol-2-yl)methoxy]-1,2,4-triazine (5.4 mg, 38%) as a pale yellow oil. ESI-MS m/z 359 (M+H)+. 1H NMR (CDCl3), δ (ppm): 8.99 (s, 1H), 7.40 (t, J = 8.4 Hz, 1H), 6.64 (d, J = 8.4 Hz, 2H), 5.80 (s, 2H), 3.76 (s, 6H), 2.36 (s, 6H).
  • 4
  • [ 5760-20-3 ]
  • [ 1203605-21-3 ]
  • [ 1422360-63-1 ]
  • 5
  • [ 1203605-21-3 ]
  • [ 20028-40-4 ]
  • [ 1422360-66-4 ]
 

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