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Chemical Structure| 42841-64-5 Chemical Structure| 42841-64-5

Structure of 42841-64-5

Chemical Structure| 42841-64-5

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Product Details of [ 42841-64-5 ]

CAS No. :42841-64-5
Formula : C6H10O2
M.W : 114.14
SMILES Code : C#CC(O)(C)COC
MDL No. :MFCD21109849

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Application In Synthesis of [ 42841-64-5 ]

* 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 [ 42841-64-5 ]

[ 42841-64-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 42841-64-5 ]
  • [ 1092523-24-4 ]
  • [ 1092538-80-1 ]
YieldReaction ConditionsOperation in experiment
65% A suspension of 3 g (10.69 mmol) of 2-amino-7-chloro-1-ethyl-N-methyl-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxamide in 20 ml of a DMF/Et3N mixture (V/V; 1/1) is placed in an 80 ml microwave tube. This suspension is sparged with argon for 10 minutes and then 1.83 g of (+-)-1-methoxy-2-methyl-3-butyn-2-ol (16.03 mmol), 0.081 g of CuI (0.43 mmol) and 0.375 g of bis(triphenylphosphine) palladium(II)dichloride (0.53 mmol) are successively added. The sealed tube is placed in a microwave oven (CEM apparatus, Discover model) and the mixture is heated under pressure at 90 C. for 60 minutes (P=100 W) and then cooled and evaporated to dryness. The residue is taken up in an ethyl acetate/THF mixture and then washed with a 0.1N aqueous HCl solution. The organic phase is dried over sodium sulphate, filtered, and concentrated under vacuum. The residue obtained is purified by silica chromatography (solid deposit; elution with a cyclohexane:ethyl acetate gradient, 30:70 to 20:80). 2.49 g of the expected product are obtained in the form of a pale yellow solid. The product can be recrystallized from ethanol, so as to give white crystals. Melting point=211 C. MH+=358. Yield=65%. 1H NMR (DMSO-d6, 400 MHz, delta in ppm): delta 11.75 (s, <1H, very broad); 11.00 (q, 1H, broad); 8.45 (d, 1H); 8.00 (s, 1H, broad); 7.4 (d, 1H); 5.8 (s, 1H); 4.4 (q, 2H); 3.5-3.3 (m+s, 5H); 2.8 (d, 3H); 1.45 (s, 3H); 1.2 (t, 3H).
 

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