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[ CAS No. 355818-98-3 ] {[proInfo.proName]}

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Chemical Structure| 355818-98-3
Chemical Structure| 355818-98-3
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Product Details of [ 355818-98-3 ]

CAS No. :355818-98-3 MDL No. :MFCD07778591
Formula : C13H17N3O4 Boiling Point : -
Linear Structure Formula :- InChI Key :PBUXRZQTDKBQBM-UHFFFAOYSA-N
M.W : 279.29 Pubchem ID :10934795
Synonyms :

Safety of [ 355818-98-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 355818-98-3 ]

* 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 [ 355818-98-3 ]

[ 355818-98-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 14150-94-8 ]
  • [ 79099-07-3 ]
  • [ 355818-98-3 ]
YieldReaction ConditionsOperation in experiment
67.76% With ammonia; In methanol; at 120℃; for 1h;Sealed tube; Step A: Ammonia gas (1.37 g, 80.32 mmol, 8 eq.) was added to a solution of 1-methyl-3,5-dinitro-pyridin-2-one (2g, 10.04 mmol, 1 eq.) and t-butyl 4-piperidone-1-carboxylate in methanol (50 mL) at room temperature. The reactionsolution was stirred in a sealed tank at 120C for 1 hour. The reaction solution was cooled down to room temperatureand concentrated to give a crude product. The crude product was purified by a silica gel chromatography column(PE/EA = 10/1 to 3/1) to give t-butyl 3-nitro-7,8-dihydro-5H-1,6-naphthyridine-6-carboxylate (1.9 g, 6.8 mmol, 67.76%yield) as a gray-white solid.
67% With ammonia; In methanol; at 80℃; for 0.5h;Microwave irradiation; Into a 20 mL vial was placed <strong>[14150-94-8]1-methyl-3,5-dinitro-1,2-dihydropyridin-2-one</strong> (600 mg, 3.01 mmol), methanolic ammonia (10 mL), and tert-butyl 4-oxopiperidine-1-carboxylate (600 mg, 3.01 mmol). The reaction mixture was irradiated with microwave radiation for 30 min at 80 C then was concentrated under vacuum. The resulting residue was purified by column chromatography eluting with ethyl acetate/petroleum ether (1 : 1). The collected fractions were combined and concentrated under vacuum to yield tert-butyl 3-nitro-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate (560 mg, 67%).
With ammonia; In methanol; at 70℃; for 24h; 2M solution of NH3 in MeOH (225 mL, 452.25 mmol) wasadded to a reaction vessel containing l-methyl-3,5-dinitro-lH-pyridin-2-one (6 g, 30.15 mmol) and 4-oxo-piperidine-l-carboxylic acid tert-butyl ester (6.6 g, 33.15 mmol). Thevessel was then sealed and the reaction was stirred for 24 hat 70 SC. After the resulting mixture was cooled to RT, thesolvent was removed to give crude product as yellow solid.After recrystallization in MeOH, the desired title compoundwas obtained as tan solid. MS (ES+) : 280.1 (M+H) + . Calc'dfor C13H17N304 - 279.12.
With ammonia; In methanol; at 70℃; for 16h;sealed tube; l-Methyl-3,5-dinitro-lH-pyridin-2-one (6.0 g, 30.15 mmol), and 4-oxo-pirhoeridine-l- carboxylic acid tert-butyl ester (6.6 g, 33.15 mmol) were added to a 2 M solution OfNH3 in MeOH (225 mL, 452.3 mmol) in a sealed tube. The reaction was heated to 70 0C for 16 h. The solvent was removed and the yellow solid was recrystallized from MeOH affording 3-nitro-7,8-dihydro-5H-[l,6]naphthyridine-6-carboxylic acid tert-butyl ester as tan solid.

  • 2
  • [ 355818-98-3 ]
  • [ 1184950-48-8 ]
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