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Chemical Structure| 6375-89-9 Chemical Structure| 6375-89-9

Structure of 6375-89-9

Chemical Structure| 6375-89-9

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Product Details of [ 6375-89-9 ]

CAS No. :6375-89-9
Formula : C8H9NO3
M.W : 167.16
SMILES Code : O=C(C(C=C1)=CN(C)C1=O)OC
MDL No. :MFCD00031001
InChI Key :FXXHEBJCBBMISD-UHFFFAOYSA-N
Pubchem ID :597449

Safety of [ 6375-89-9 ]

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

Application In Synthesis of [ 6375-89-9 ]

* 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 [ 6375-89-9 ]

[ 6375-89-9 ] Synthesis Path-Downstream   1~4

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  • [ 6375-89-9 ]
  • [ 67-56-1 ]
  • [ 3719-45-7 ]
  • 2
  • [ 74-88-4 ]
  • [ 3719-45-7 ]
  • [ 6375-89-9 ]
YieldReaction ConditionsOperation in experiment
Example 261-Methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid Sodium hydride (2.87 g, 60percent, 71.8 mmol) was added slowly to methanol (62.5 mL) with stirring. 6-Hydroxy-nicotinic acid (5 g, 35.9 mmol) was added slowly, and the reaction mixture was heated to 62° C. Iodomethane (8.96 mL, 143.7 mmol) was added and the reaction was stirred overnight. The mixture was then cooled to room temperature and filtered to remove undissolved starting material. The filtrate was concentrated to yield a yellow powder which NMR analysis showed contained the title compound and methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate. This mixture was used in the subsequent reaction.1H NMR (300 MHz, (CD3)2SO): delta (ppm) 3.45 (s, 3H); 3.49 (s, 3H); 3.82 (s, 3H); 6.30 (d, 1H); 6.40 (d, 1H); 7.74-7.83 (m, 1H); 7.74-7.83 (m, 1H); 8.26 (d, 1H), 8.51 (d, 1H).
  • 3
  • [ 3719-45-7 ]
  • [ 6375-89-9 ]
  • 4
  • [ 6375-89-9 ]
  • [ 3719-45-7 ]
YieldReaction ConditionsOperation in experiment
80% With water; sodium hydroxide; In tetrahydrofuran; at 20℃; for 3h; To a solution of methyl 1 -methyl-6-oxo-1 ,6-dihydropyridine-3-carboxylate (1 .5 g, 8.97 mmol) in tetrahydrofuran (1 0 ml_) and water (10 ml_) at room temperature was added sodium hydroxide (1 .44 g, 35.9 mmol). The reaction mixture was stirred at room temperature for 3 h. The mixture was diluted with water (100 ml_), pH was adjusted to ~3-4 with aqueous 2 M hydrogen chloride and extracted with ethyl acetate (80 ml_ c 3). The combined organic layers were dried over sodium sulfate, filtered and concentrated to afford 1 -methyl-6-oxo-1 ,6-dihydropyridine-3-carboxylic acid (1 .1 g, 7.18 mmol, 80.0 %) as a white solid. LCMS (ESI) m/z: 154.1 [M+H]+.
 

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