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Chemical Structure| 107025-44-5 Chemical Structure| 107025-44-5

Structure of 107025-44-5

Chemical Structure| 107025-44-5

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Product Details of [ 107025-44-5 ]

CAS No. :107025-44-5
Formula : C9H18O3
M.W : 174.24
SMILES Code : OC1CCC(OCCOC)CC1
MDL No. :N/A
InChI Key :IBXBQBMCXJGCDS-UHFFFAOYSA-N
Pubchem ID :58597237

Safety of [ 107025-44-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 107025-44-5 ]

* 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 [ 107025-44-5 ]

[ 107025-44-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 107025-44-5 ]
  • [ 151266-23-8 ]
  • [ 862728-32-3 ]
  • [ 862728-31-2 ]
YieldReaction ConditionsOperation in experiment
To a solution of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (0.626 g, 2.40 mmol) in anhydrous tetrahydrofuran (25 mL) was added triphenylphosphine (1.51 g, 5.76 mmol) and diisopropylazodicarboxylate (1.16 g, 5.76 mmol). The mixture was stirred for about five minutes at ambient temperature under a nitrogen atmosphere and <strong>[107025-44-5]4-(2-methoxyethoxy)-cyclohexanol</strong> (JP 61229865, mixture of cis- and trans-isomers, 1.04 g, 5.98 mmol) was added. The reaction mixture was stirred at ambient temperature for about three hours. The tetrahydrofuran was removed under reduced pressure and the crude mixture was stirred in a mixture of acetone (15 mL) and aqueous hydrochloric acid (2 N, 15 mL) for two hours at ambient temperature. The acetone was removed under reduced pressure and the aqueous mixture was neutralized by the addition of saturated aqueous sodium bicarbonate solution such that the pH was approximately 8. The aqueous mixture was extracted with ethyl acetate (3×25 mL) and the combined organic fractions were dried over anhydrous magnesium sulfate. The crude mixture was purified by flash column chromatography on silica gel using ethyl acetate as the mobile phase to provide pure white solids of both trans-3-iodo-1-[4-(2-methoxyethoxy)-cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (200 mg, 0.480 mmol); 1H NMR (DMSO-d6 400 MHz) delta8.18 (s, 1H), 4.59 (m, 1H), 3.56 (dd, 2H), 3.46 (dd 2H), 3.36 (tt 1H), 3.25 (s, 3H), 2.08 (d, 2H), 1.92 (m, 4H), 1.33-1.37 (qd, 2H); m/z: (M+H)+ 418, and cis-3-iodo-1-[4-(2-methoxyethoxy)-cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (120 mg, 0.288 mmol); 1H NMR (DMSO-d6, 400 MHz) delta8.18 (s, 1H), 4.63 (tt, 1H), 3.58 (t, 1H), 3.52 (td, 2H), 3.50 (td, 2H), 3.29 (s, 3H), 2.15 (q, 2H), 1.95 (d, 2H), 1.61 (m, 4H); m/z: (M+H)+ 418
  • 2
  • [ 556-48-9 ]
  • [ 17178-10-8 ]
  • [ 107025-44-5 ]
  • 3
  • [ 107025-44-5 ]
  • [ 107025-45-6 ]
 

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