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Chemical Structure| 154150-18-2 Chemical Structure| 154150-18-2

Structure of 154150-18-2

Chemical Structure| 154150-18-2

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Product Details of [ 154150-18-2 ]

CAS No. :154150-18-2
Formula : C12H17NO3
M.W : 223.27
SMILES Code : O=C(OC(C)(C)C)NC1=CC=CC=C1OC
MDL No. :MFCD07127728
InChI Key :DHSWMVURURVRDB-UHFFFAOYSA-N
Pubchem ID :4935494

Safety of [ 154150-18-2 ]

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

Application In Synthesis of [ 154150-18-2 ]

* 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 [ 154150-18-2 ]

[ 154150-18-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 124236-37-9 ]
  • [ 154150-18-2 ]
  • [ 1584648-13-4 ]
YieldReaction ConditionsOperation in experiment
69.5% Intermediate A-28A: tert-Butyl (2-methoxy-6-(5-(trifluoromethyl)picolinoyl)phenyl)carbamate [0346] tert-butyl 2-methoxyphenylcarbamate (443.3 mg, 1.986 mmol) in ether (5 mL) under N2 was added t-BuLi (2.6 mL, 4.42 mmol). The reaction mixture was stirred for 2 h, and then cooled to -78 C. To the reaction mixture was added a solution of <strong>[124236-37-9]methyl 5-(trifluoromethyl)picolinate</strong> (501.3 mg, 2.44 mmol) in ether (10 mL) dropwise via cannula over 5 min. After 2 h, the reaction mixture was warmed to room temperature, stirred for an additional hour, and then the reaction was quenched by the addition of water with vigorous stirring. The reaction mixture was diluted with EtOAc, the organic phase was separated, washed with sat NaCl then dried (Na2SO4), filtered and concentrated to yield a yellow solid. The residue was purified by flash chromatography (Teledyne ISCO CombiFlash Rf, 0% to 100% solvent A/B=hexane/EtOAc, REDISEP SiO2 40 g) to obtained Intermediate A-28A (546.8 mg, 69.5% yield)) as a yellow solid: 1H NMR (400 MHz, chloroform-d) delta ppm 8.83-8.88 (1H, m), 8.24 (1H, d, J=8.4Hz), 8.07 (1H, dd, J=8.4, 1.8 Hz), 7.25 (1H, d, J=1.5 Hz), 7.18-7.24 (1H, m), 7.09 (1H, dd, J=8.0, 1.7 Hz), 6.95 (1H, s), 3.93 (3H, s), 1.25 (9H, s).
  • 2
  • [ 124236-37-9 ]
  • [ 154150-18-2 ]
  • [ 1584648-12-3 ]
 

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