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Chemical Structure| 29681-39-8 Chemical Structure| 29681-39-8

Structure of 29681-39-8

Chemical Structure| 29681-39-8

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Product Details of [ 29681-39-8 ]

CAS No. :29681-39-8
Formula : C8H9NO3
M.W : 167.16
SMILES Code : O=C(OC)C1=NC=C(OC)C=C1
MDL No. :MFCD11975090
InChI Key :NPTCNXIVWLMWQG-UHFFFAOYSA-N
Pubchem ID :14282457

Safety of [ 29681-39-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 29681-39-8 ]

* 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 [ 29681-39-8 ]

[ 29681-39-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 29681-39-8 ]
  • [ 127978-70-5 ]
YieldReaction ConditionsOperation in experiment
78% With diisobutylaluminium hydride In toluene at -78 - 0℃; Inert atmosphere 5-methoxypyridine-2-carboxylic acid methyl ester 8 (6.2 g, 37.1 mmol) was dissolved in toluene (370 ml) under a nitrogen atmosphere and cooled to -78°C. 1.0 M diisobutylaluminum hydride in toluene (130 ml, 130.0 mmol) was added through a syringe and the mixture was stirred at 0°C for 90 minutes. The mixture was then quenched with 300 ml of saturated aqueous potassium sodium tartrate and warmed to 25 °C for 1 hour. The reaction mixture was extracted three times with ethyl acetate. The organic extracts were combined, washed with brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel using 0-10percent methanol in ethyl acetate to give the title compound as a pale yellow solid (4.0 g, 78percent). 1H NMR (CD3COCD3) δ: 8.19 (d, J = 2.93 Hz, 1H), 7.43 (d, J = 8.61 Hz, 1H), 7.34 (dd, J = 8.61, 2.93 Hz, 1H), 4.66 (s, 2H), 3.85 (s, 3H).
References: [1] Tetrahedron Letters, 2011, vol. 52, # 1, p. 122 - 124.
 

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