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Chemical Structure| 756503-69-2 Chemical Structure| 756503-69-2

Structure of 756503-69-2

Chemical Structure| 756503-69-2

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Product Details of [ 756503-69-2 ]

CAS No. :756503-69-2
Formula : C13H10BrCl2FN2O
M.W : 380.04
SMILES Code : NC1=NC=C(Br)C=C1OC(C2=C(Cl)C=CC(F)=C2Cl)C
MDL No. :MFCD14706287

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Application In Synthesis of [ 756503-69-2 ]

* 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 [ 756503-69-2 ]

[ 756503-69-2 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 756503-69-2 ]
  • [ 628692-15-9 ]
  • [ 1023327-92-5 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,2-dimethoxyethane; ethanol; water; at 100℃; for 0.166667h;Microwave irradiation; Intermediate 11: Cvclopentyl 5-r(5-(6-amino-5-ri-(2,6-dichloro-3-fluoro phenyl) ethoxv1pvridin-3-vl>pvrimidin-2-vl)oxv1-/V-(ferf-butoxvcarbonvpi-L-norvalinateThe title intermediate was prepared by the method outlined in Scheme 12.Stage 1Scheme 12Stage 1- 3-[1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-5-(2-methoxypyrimidin-5-yl) pyridin-2-amineA solution of Intermediate 7 (224 mg, 0.591 mmol), <strong>[628692-15-9](2-methoxypyrimidin-5-yl)boronic acid</strong> (100 mg, 0.650 mmol) and PdCI2(dppf) (48.2 mg, 0.059 mmol) was made up in DME/EtOH (1 ml_). To this was added sodium carbonate (68.9 mg, 0.650 mmol) (0.69 mL of a 1 M solution) and the solution was subjected to microwave irradiation for 10 min at 100 0C. The dark mixture was poured onto water and extracted with EtOAc (5 mL). The combined organic phases were washed with water and brine (2 x 3 mL each), dried EPO <DP n="40"/>(MgSO4) and evaporated. The residue was subjected to column chromatography (40 g) eluting with 40percent EtOAc in hexanes to give the desired material (100 mg) as a colourless solid. ESMS: m/z 409 and 411 (M+H)+
  • 2
  • [ 756503-69-2 ]
  • [ 877399-35-4 ]
  • [ 877399-36-5 ]
  • 3
  • [ 756503-69-2 ]
  • [ 877399-35-4 ]
  • [ 877399-38-7 ]
  • 4
  • [ 1331786-28-7 ]
  • [ 39903-01-0 ]
  • [ 756503-69-2 ]
YieldReaction ConditionsOperation in experiment
42% With potassium carbonate; In N,N-dimethyl-formamide; for 6h;Inert atmosphere; Step 2: 5-bromo-3-(1-(2,6-dichloro-3-fluorophenyl)ethyoxyl)-2-aminopyridine 1,3-Dichloro-2-(1-bromoethyl)-4-fluorobenzene (25.8 g, 95 mmol), <strong>[39903-01-0]2-amino-5-bromo-pyridin-3-ol</strong> (28.7 g, 152 mmol), and K2CO3 (26.2 g, 190 mmol) were added into DMF (400 mL) at room temperature. Upon completion of the addition, the resultant was reacted for 6 hours under a nitrogen atmosphere. The solution was concentrated, CH2Cl2 was added, and the resultant was washed with water, dried, concentrated, and purified by silica gel column chromatography to give 5-bromo-3-(1-(2,6-dichloro-3-fluorophenyl)ethyoxyl)-2-aminopyridine (15.2 g, 42percent yield). MS m/z [ESI]: 380.9 [M+1].
 

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