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Chemical Structure| 474659-26-2 Chemical Structure| 474659-26-2

Structure of 474659-26-2

Chemical Structure| 474659-26-2

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Product Details of [ 474659-26-2 ]

CAS No. :474659-26-2
Formula : C11H9NO3
M.W : 203.19
SMILES Code : O=C(C1=CC2=CC=C(OC)C=C2N=C1)O
MDL No. :MFCD09787873
InChI Key :LDMIDFLMDWSHMF-UHFFFAOYSA-N
Pubchem ID :14672824

Safety of [ 474659-26-2 ]

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

Application In Synthesis of [ 474659-26-2 ]

* 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 [ 474659-26-2 ]

[ 474659-26-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 35320-22-0 ]
  • [ 474659-26-2 ]
  • (R)-N-(1-amino-1-oxopropan-2-yl)-7-methoxyquinoline-3-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% General procedure: N,N-Diisopropylethylamine (3.0-4.0 eq) was added to 8-methoxyquinoline-3-carboxylic acid (1.0 eq) in solvent (dichloromethane, tetrahydrofuran,or N,N-dimethylformamide, 0.05 to 0.2 M) at room temperature. Then, 1-((dimethylamino)(dimethyliminio)methyl)-1H-[1,2,3]triazolo[4,5-b]pyridine 3-oxide hexafluorophosphate(V)(1.0-1.5 eq) was added and the reaction mixture was stirred for five minutes. Then, amine (1.0 - 2.0 eq) was added and the reaction mixture was stirred for one to sixteen hours. 10% Aqueous citric acid was added and the reaction mixture was extracted with dichloromethane, washed with saturated sodium bicarbonate, dried over magnesium sulfate, filtered,and concentrated. The resulting residue was purified by RP HPLC or silica gel chromatography to give the quinoline-3-carboxamide (1%-95% yield).
  • 2
  • [ 121010-86-4 ]
  • [ 474659-26-2 ]
  • (R)-7-methoxy-N-(2-oxopyrrolidin-3-yl)quinoline-3-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
53% General procedure: N,N-Diisopropylethylamine (3.0-4.0 eq) was added to 8-methoxyquinoline-3-carboxylic acid (1.0 eq) in solvent (dichloromethane, tetrahydrofuran,or N,N-dimethylformamide, 0.05 to 0.2 M) at room temperature. Then, 1-((dimethylamino)(dimethyliminio)methyl)-1H-[1,2,3]triazolo[4,5-b]pyridine 3-oxide hexafluorophosphate(V)(1.0-1.5 eq) was added and the reaction mixture was stirred for five minutes. Then, amine (1.0 - 2.0 eq) was added and the reaction mixture was stirred for one to sixteen hours. 10% Aqueous citric acid was added and the reaction mixture was extracted with dichloromethane, washed with saturated sodium bicarbonate, dried over magnesium sulfate, filtered,and concentrated. The resulting residue was purified by RP HPLC or silica gel chromatography to give the quinoline-3-carboxamide (1%-95% yield).
  • 3
  • [ 28466-26-4 ]
  • [ 474659-26-2 ]
  • 7-methoxy-N-(1H-pyrazol-4-yl)quinoline-3-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% General procedure: N,N-Diisopropylethylamine (3.0-4.0 eq) was added to 8-methoxyquinoline-3-carboxylic acid (1.0 eq) in solvent (dichloromethane, tetrahydrofuran,or N,N-dimethylformamide, 0.05 to 0.2 M) at room temperature. Then, 1-((dimethylamino)(dimethyliminio)methyl)-1H-[1,2,3]triazolo[4,5-b]pyridine 3-oxide hexafluorophosphate(V)(1.0-1.5 eq) was added and the reaction mixture was stirred for five minutes. Then, amine (1.0 - 2.0 eq) was added and the reaction mixture was stirred for one to sixteen hours. 10% Aqueous citric acid was added and the reaction mixture was extracted with dichloromethane, washed with saturated sodium bicarbonate, dried over magnesium sulfate, filtered,and concentrated. The resulting residue was purified by RP HPLC or silica gel chromatography to give the quinoline-3-carboxamide (1%-95% yield).
 

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