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Chemical Structure| 952434-87-6 Chemical Structure| 952434-87-6

Structure of 952434-87-6

Chemical Structure| 952434-87-6

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Product Details of [ 952434-87-6 ]

CAS No. :952434-87-6
Formula : C10H9ClN2O
M.W : 208.64
SMILES Code : CC1=C2C=C(OC)C=CC2=NC(Cl)=N1
MDL No. :MFCD22397526

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Application In Synthesis of [ 952434-87-6 ]

* 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 [ 952434-87-6 ]

[ 952434-87-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 105763-77-7 ]
  • [ 676-58-4 ]
  • [ 952434-87-6 ]
YieldReaction ConditionsOperation in experiment
Reference Example 6: Synthesis of 2-chloro-6-methoxy-4-methylquinazoline To a mixed solution of <strong>[105763-77-7]2,4-dichloro-6-methoxyquinazoline</strong> (CAS.105763-77-7) (0.15 g), iron (III) acetyl acetonate (0.023 g), N-methyl-2-pyrrolidinone (0.4 mL), and THF(8 mL) was added a solution (0.22 mL) of 3 M methyl magnesium chloride in THF at room temperature, and the mixture was stirred for 12 h. The reaction mixture was added dropwise to a mixture of ice (30 g) and ammonium chloride (0.3 g), and then the aqueous layer was extracted with chloroform. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (silica gel, chloroform) and crystallized with diisopropyl ether to obtain 2-chloro-6-methoxy-4-methylquinazoline (0.08 g). LC/MS: ESI+ (m/z): 209 (M++1) 1H-NMR (300 MHz, CDCl3): delta7.93 (d, J=9.0 Hz, 1H), 7.36-7.42 (m, 2H), 3.97 (s, 3H), 2.69 (s, 3H)
  • 2
  • [ 105763-77-7 ]
  • [ 5158-46-3 ]
  • [ 952434-87-6 ]
YieldReaction ConditionsOperation in experiment
45% A mixture of <strong>[105763-77-7]2,4-dichloro-6-methoxyquinazoline</strong> (synthesis described in steps 1 and 2 of Intermediate 8) (900 mg, 3.93 mmol), MeZnCl (2.95 mL, 5.90 mmol, 2M in THF) and Pd(PPh3)4 (45.0 mg, 0.0393 mmol) in anhydrous THF (15 mL) was stirred at 60C under N2 atmosphere for 16 hours. After cooling to 25C, the mixture was quenched with saturated aqueous NH4C1 (30 mL), extracted with EtOAc (30 mL x3). The combined organic layers were washed with H20 (30 mL) and brine (30 mL), dried over anhydrous Na2S04i filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column (PE/EtOAc = 30/1 to 20/1) to give Intermediate 9 (370 mg, yield 45%). Structure was confirmed by NOE. *H NMR (CDC13 400 MHz): delta 7.88 (d, J = 9.2 Hz, 1H), 7.55 (dd, / = 9.2, 2.8 Hz, 1H), 7.23 (d, / = 2.8 Hz, 1H), 3.97 (s, 3H), 2.92 (s, 3H).
 

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