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Chemical Structure| 1401034-45-4 Chemical Structure| 1401034-45-4

Structure of 1401034-45-4

Chemical Structure| 1401034-45-4

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Product Details of [ 1401034-45-4 ]

CAS No. :1401034-45-4
Formula : C16H19N5
M.W : 281.36
SMILES Code : NC1=NC=C2C(N([C@H]3CC[C@H](C)CC3)C4=CN=CC=C42)=N1
MDL No. :MFCD29058576

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Application In Synthesis of [ 1401034-45-4 ]

* 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 [ 1401034-45-4 ]

[ 1401034-45-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1151665-15-4 ]
  • [ 1401034-45-4 ]
  • [ 1401034-46-5 ]
YieldReaction ConditionsOperation in experiment
100% With 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate;tris-(dibenzylideneacetone)dipalladium(0); In 1,4-dioxane; at 100℃; for 3h;Inert atmosphere; To a solution of 9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-amine (2.81 g, 10 mmol) in 1,4-dioxane (45 mL) were added <strong>[1151665-15-4]tert-butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate</strong> (2.57 g, 9.55 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanene (231 mg, 0.40 mmol), and sodium t-butoxide (1.44 g, 15 mmol). Argon was bubbled through the mixture for 10 minutes. Tris(dibenzylideneacetone)dipalladium (0)(183 mg, 0.20 mmol) was added, and argon was again bubbled through the mixture for 5 minutes. The reaction mixture thus obtained was stirred at 100 C. for 3 hours whereupon HPLC-MS analysis indicated that the reaction was complete. The reaction mixture was cooled to 40 C. and diluted with DCM (90 mL) and treated with Si-triamine (functionalized silica gel, from Silicycle, FR31017TR130B) (2.8 g) overnight at room temperature. Celite brand filter aid 545 (6 g) was added, and the mixture was filtered with a sintered glass funnel and the solid phase was rinsed with DCM (100 mL). The filtrate was concentrated to 25 mL on a rotary evaporator and diluted with a mixture of EtOAc and hexane (20 mL, 4:1). The resulting slurry was stirred at room temperature for 5 hours. The solid was collected by filtration, washed with a mixture of EtOAc and hexane (20 mL, 1:1) and air dried for a few hours to provide the title compound as an off-white solid (4.90 g, 100% yield). 1H NMR (500 MHz, CD2Cl2) delta ppm 1.06 (3H, d, J=6.4 Hz), 1.34-1.22 (2H, m), 1.48 (9H, s), 1.67 (1H, br. s), 2.02-1.93 (4H, m), 2.63 (2H, dq, J=3.1, 12.8 Hz), 2.88 (2H, t, J=5.7 Hz), 3.74 (2H, t, J=6.0 Hz), 4.57 (2H, s), 7.51 (1H, d, J=8.6 Hz), 7.85 (1H, d, J=5.1 Hz), 8.10 (1H, br. s), 8.42 (1H, d, J=8.3 Hz), 8.46 (1H, d, J=4.9 Hz), 8.97 (1H, s), 9.10 (1H, s) ppm; LCMS m/z: 514(M+1).
  • 2
  • [ 492431-11-5 ]
  • [ 1401034-45-4 ]
  • C29H37N9O2 [ No CAS ]
 

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