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[ CAS No. 54920-78-4 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 54920-78-4
Chemical Structure| 54920-78-4
Structure of 54920-78-4 * Storage: {[proInfo.prStorage]}
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Product Details of [ 54920-78-4 ]

CAS No. :54920-78-4 MDL No. :MFCD23703292
Formula : C8H4Cl2N2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :199.04 Pubchem ID :-
Synonyms :

Safety of [ 54920-78-4 ]

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 [ 54920-78-4 ]

* 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 [ 54920-78-4 ]

[ 54920-78-4 ] Synthesis Path-Downstream   1~4

  • 2
  • [ 54920-76-2 ]
  • [ 54920-78-4 ]
YieldReaction ConditionsOperation in experiment
47% With trichlorophosphate; A mixture of <strong>[54920-76-2]1,7-naphthyridine-2,4-diol</strong> (250 mg, 1.Smmol) and in POC13 (2 mL) was stirred at 120C overnight. After cooling to room temperature, the mixture was concentrated. The residue was dissolved in 10 mL DCM and adjusted to pH = 8-9 with NaHCO3 saturated aqueous solution. Extracted with EtOAc (10 mL x 3), washed with brine, dried over Na2SO4. Filtered and concentrated. The residue was purified by the flash column chromatography (silica gel, eluting with PE to 20% EA in PE) to afford 2,4-dichloro-1,7-naphthyridine as a yellow oil (146 mg, 47% yield). LC-MS (ESI): 198.9 (M + 1)
Example 37 - Synthesis of Compound 111; suspension of 1.99 g (12.3 mmol) [1 ,7]naphthyridine-2,4-diol in 25 ml toluene was treated with 3.38 ml (36.7 mmol) phosphorus oxychloride and stirred at 80C for 18 hours. The reaction mixture was cooled to room temperature; water, 7 ml 50% aqueous NaOH and dichloromethane were added . The mixture was filtered, the organic phase was separated, dried over sodium sulfate and evaporated yielding 2,4-dichloro-[1 ,7]naphthyridine as light brown crystals;" HPLC/MS (B): 2.43 min, [M+H] = 199.
With trichlorophosphate; In toluene; at 80℃; for 18.0h; 1. A suspension of 1.99 g (12.3 mmol) <strong>[54920-76-2][1,7]naphthyridine-2,4-diol</strong> in 25 ml toluene was treated with 3.38 ml (36.7 mmol) phosphorus oxychloride and stirred at 80 C. for 18 hours. The reaction mixture was cooled to room temperature; water, 7 ml 50% aqueous NaOH and dichloromethane were added. The mixture was filtered, the organic phase was separated, dried over sodium sulfate and evaporated yielding 2,4-dichloro-[1,7]naphthyridine as light brown crystals; HPLC/MS (B): 2.43 min, [M+H]=199.
  • 3
  • [ 332133-92-3 ]
  • [ 54920-78-4 ]
  • 4-chloro-2-(pyrimidin-4-yl)-1,7-naphthyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
30% With copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In N,N-dimethyl-formamide; at 130℃; for 1h; 2,4-dichloro-1,7-naphthyridine (6a, 100mg, 0.502mmol) was stirred in dry DMF at room temperature. <strong>[332133-92-3]4-(tributylstannyl)pyrimidine</strong> (165uL, 0.502mmol) was added then 41 mg of PdCI2(dppf).CH2CI2 adduct (41 mg, 0.05mmol, orange solid) and finally Cul (10mg, 0.05mmol, beige solid). The reaction was stirred for 1 hour at 130C. The reaction was then concentrated and purified by flash chromatography on a COMBIFLASH system (ISCO) using 0-10% MeOH/DCM to afford the product 4-chloro-2-(pyrimidin-4-yl)-1 ,7- naphthyridine (30%). LCMS (m/z [M+H]+): 243.6.
  • 4
  • [ 3529-08-6 ]
  • [ 54920-78-4 ]
  • 2-chloro-N-(3-(piperidin-1-yl)propyl)-1,7-naphthyridin-4-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
34% With potassium carbonate; In acetonitrile; at 90℃; for 18h; The mixture of 2,4-dichloro-1,7-naphthyridine (146 mg, 0.73 mmol), 3-(pipendin-1-yl)propan- 1-amine (104 mg, 0.73 mmol) and K2C03 (201 mg, 1.46 mmol) in CH3CN (5 mL) was heated to 90C and held for l8hrs. The reaction mixture was poured into water (20 mL), extracted with EA (10 mL x3), the combined organic layers were washed by water and brine, dried over Na2SO4. The drying agent was filtered off and the filtrate was concentrated under the reduced pressure to get the residue which was purified Prep-TLC to afford 2-chloro-N-(3-(piperidin-1-yl)propyl)-1,7-naphthyridin-4-amine (76 mg, 34%) as a yellow solid. LC-MS (ESI): 305.1 (M + 1).
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