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Chemical Structure| 1382980-58-6 Chemical Structure| 1382980-58-6

Structure of 1382980-58-6

Chemical Structure| 1382980-58-6

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Product Details of [ 1382980-58-6 ]

CAS No. :1382980-58-6
Formula : C14H18ClN5O2
M.W : 323.78
SMILES Code : ClC1=NC2=C(C(N3CCOCC3)=N1)N=C4N2CCOC4(C)C
MDL No. :MFCD29048733

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Application In Synthesis of [ 1382980-58-6 ]

* 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.

  • Upstream synthesis route of [ 1382980-58-6 ]

[ 1382980-58-6 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 402960-38-7 ]
  • [ 1382980-58-6 ]
  • [ 1382979-44-3 ]
YieldReaction ConditionsOperation in experiment
27% With caesium carbonate In 1,2-dimethoxyethane; water at 140℃; for 0.333333 h; Microwave irradiation; Inert atmosphere Step 3: 2-Chloro-6,6-dimethyl-4-morpholino-8,9-dihydro-6H-[l,4]oxazino[3,4- e]purine (180 mg, 0.56 mmol) in 1 ,2-dimethoxyethane (5.1 mL) was added 5-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)pyrimidin-2-amine 25 (180 mg, 0.83 mmol) and 1.0 M of cesium carbonate in water (1.7 mL). The reaction mixture was degassed for 5 min and recycled with nitrogen atmosphere. Subsequently, l, -bis(diphenylphosphino)ferrocenepalladium(II) chloride (54 mg, 0.067 mmol) was added, and the mixture was degassed and recycled again. The reaction vial was then subjected to microwave irradiation for 20 mins at 140 °C. Solid precipitate that formed during the reaction was filtered and rinsed with excess water. The precipitate was taken up in DCM and purified by FCC (40 g, 0.5-4percent MeOH in DCM, slow gradient) to isolate103 as a tan powder (56 mg, 27percent yield). MS (ESI+): m/z 383.1 (M+H+). 1H NMR (400 MHz, DMSO) δ 9.09 (s, 2H), 7.00 (s, 2H), 4.23 (m, 4H), 4.13 (m, 4H), 3.79 - 3.68 (m, 4H), 2.50 (s, 6H)
References: [1] Organic Process Research and Development, 2016, vol. 20, # 4, p. 751 - 759.
[2] Patent: WO2012/82997, 2012, A1, . Location in patent: Page/Page column 91.
[3] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 4, p. 351 - 356.
 

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