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Chemical Structure| 908142-01-8 Chemical Structure| 908142-01-8

Structure of 908142-01-8

Chemical Structure| 908142-01-8

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Product Details of [ 908142-01-8 ]

CAS No. :908142-01-8
Formula : C11H11ClN4O
M.W : 250.68
SMILES Code : ClC1=NC(N2CCOCC2)=C(C=CC=N3)C3=N1
MDL No. :MFCD27932066

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Application In Synthesis of [ 908142-01-8 ]

* 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 [ 908142-01-8 ]

[ 908142-01-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 908142-01-8 ]
  • [ 374790-93-9 ]
  • [ 1351934-07-0 ]
YieldReaction ConditionsOperation in experiment
92% With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; lithium hydroxide; In 1,4-dioxane; water; at 80℃; for 0.5h;Inert atmosphere; General procedure: To a solution of 2-chloroheteroaryl compound 1 (0.50 mmol) in 1,4-dioxane (4.0 mL) were added pinacol boronate 3, 5, or 7 (0.60 mmol), Pd(OAc)2 (1.1 mg, 5.0 mumol), S-Phos (4.1 mg, 10.0 mumol), and 2 M LiOH solution (1.0 mL, 2.0 mmol) at room temperature, and the mixture was stirred for 30 min at 80 C under N2 atmosphere. The reaction was quenched by adding water, and then the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed in vacuo, and the residue was purified by silica-gel column chromatography. The solvent was removed in vacuo, and the residue was triturated with Et2O to give biaryl compounds.
  • 2
  • [ 908142-01-8 ]
  • [ 76-05-1 ]
  • [ 214360-60-8 ]
  • N-(4-(4-morpholinopyrido[2,3-d]pyrimidin-2-yl)phenyl)acetamide trifluoroacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% Compound 10 (125 mg, 1 eq, 0.5 mmol) and 4-acetylaminophenyl boronic acid pinacol ester (196 mg, 1.5 eq, 0.75 mmol) were dissolved in DME (2 mL) in a microwave vial. 1 mL of 1M aqueous K2CO3 solution was added and nitrogen gas was bubbled for 10 min in the vial. Finally, Pd(PPh3)4 ( 57.75 mg, 0.1 eq,0.05 mmol)was added and the reaction was heated at 150C for 20 min. The solvent was removed under reduced pressure using a Genavac at 55C. The residue was dissolved in DMSO, filtered and purified by reversed phase HPLC (15 min gradient acetonitrile in water, 0.1% trifluoroacetic acid as a modifier) to afford compound 11 as a yellow solid trifluoroacetate salt (150 mg, 90%). 1H-NMR (CD3OD): delta 2.21(s, 3H), 3.93 (m, 4H), 4.39 (m, 4H), 7.69 (dd, J = 4.6 Hz, J = 8.3 Hz, 1H), 7.89 (d, J = 8.9 Hz, 2H), 8.33 (d, J = 8.9 Hz, 2H), 8.70 (dd, J = 1.6 Hz, J = 8.4 Hz, 1H), 9.01 (dd, J = 1.6 Hz, J = 4.6 Hz, 1H). LCMS, tR = 2.32 min, m/z C19H19N5O2 [M+H]+ = 350.00.
 

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