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Chemical Structure| 1361381-54-5 Chemical Structure| 1361381-54-5

Structure of 1361381-54-5

Chemical Structure| 1361381-54-5

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Product Details of [ 1361381-54-5 ]

CAS No. :1361381-54-5
Formula : C15H20N2O4
M.W : 292.33
SMILES Code : O=C(C1=CC2=C(N=C1)CCN(C(OC(C)(C)C)=O)C2)OC

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Application In Synthesis of [ 1361381-54-5 ]

* 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 [ 1361381-54-5 ]

[ 1361381-54-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 67-56-1 ]
  • [ 201230-82-2 ]
  • [ 1184950-48-8 ]
  • [ 1361381-54-5 ]
YieldReaction ConditionsOperation in experiment
89.2% Step 2: 6-t-butyl 3-methyl 7,8-dihydro-1,6-naphthyridine-3,6(5H)-dicarboxylate A solution of <strong>[1184950-48-8]ter<strong>[1184950-48-8]t-butyl 3-bromo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate</strong></strong> (2.15 g, 6.86 mmol), TEA (9.57 mL, 68.7 mmol), MeOH (25 mL) and DMSO (12.4 mL) was thoroughly degassed with N2 gas for 15 min. Then 1,3-bis(diphenylphosphino)propane (0.442 g, 1.07 mmol) and palladium(II)acetate (0.240 g, 1.07 mmol) were quickly added to the solution. After purging the solution twice with CO gas, the solution was left to stir at 80 C. for 6 h under 1 atm of CO. MeOH was concentrated before EtOAc (400 mL) and water (100 mL) were added to the remaining DMSO residue. After separation, the aqueous phases were extracted with EtOAc (2*300 mL). Then combined organic phases were then washed with brine (100 mL), 1 N HCl (100 mL), dried (MgSO4), and concentrated. Purification via flash column chromatography (EtOAc: hexanes, 1:4 to 1:1) afforded a yellow solid (1.79 g, 89.2%). LC-MS: (FA) ES+ 293; 1H NMR (CDCl3, 400 MHz) delta9.02 (s, 1H), 8.03 (s, 1H), 4.64 (s, 2 H), 3.95 (s, 3H), 3.77 (t, J=6.0 Hz, 2H), 3.07 (t, J=6.0 Hz, 2H), 1.50 (s, 9H).
 

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