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Chemical Structure| 132-60-5 Chemical Structure| 132-60-5
Chemical Structure| 132-60-5

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Cinchophen is an effective method for producing chronic peptic ulcer in dogs.

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Product Details of Cinchophen

CAS No. :132-60-5
Formula : C16H11NO2
M.W : 249.26
SMILES Code : O=C(C1=CC(C2=CC=CC=C2)=NC3=CC=CC=C13)O
MDL No. :MFCD00006750
InChI Key :YTRMTPPVNRALON-UHFFFAOYSA-N
Pubchem ID :8593

Safety of Cinchophen

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P264-P270-P301+P312+P330-P501

Application In Synthesis of Cinchophen

* 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 [ 132-60-5 ]

[ 132-60-5 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 105-40-8 ]
  • [ 132-60-5 ]
  • methyl-(2-phenyl-quinoline-4-carbonyl)-carbamic acid ethyl ester [ No CAS ]
  • 2
  • [ 5319-77-7 ]
  • [ 132-60-5 ]
  • 2-phenyl-quinoline-4-carboxylic acid (5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-amide [ No CAS ]
  • 3
  • [ 132-60-5 ]
  • [ 121148-00-3 ]
  • [ 919094-66-9 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; ((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V); In acetonitrile; at 20℃; To a solution of Fmoc(2S,4R)-4-amino-1-Boc-pyrrolidine-2-carboxylic acid (300 mg, 0.663 mmol) in DMF (5 mL), cesium carbonate (475 mg, 1.459 mmol) and methyl iodide (0.1 mL, 1.658 mmol) were added. The reaction mixture was stirred at room temperature for overnight. Then it was treated with water and extracted with ethyl acetate. The organic layer was separated, washed with brine and dried over MgSO4. Evaporation of solvent gave a colorless thick oil. It was then dissolved in acetonitrile (5 mL) and pyrrolidine (1 mL) was added. The reaction mixture was stirred at room temperature for 3 hours. LC/MS shown completion of deprotection of Fmoc. It was then concentrated and put on high vacuum to pump out excess pyrrolidine. Then it was redissolved in acetonitrile (5 mL). PyAOP (519 mg, 0.995 mmol), 2-phenyl-4-quinolinecarboxylic acid (198 mg, 0.796 mmol) and DIEA (0.17 mL, 0.995 mmol) were added. This reaction mixture was stirred at room temperature for overnight. It was then concentrated down, washed with water and extracted with ethyl acetate. The organic layer was separated, washed with brine and dried over MgSO4, and filtered. Evaporation of solvent gave yellowish oil as crude product. It was then purified by flash column chromatography (silica gel, 2:1 ethyl acetate:hexanes) to provide a light yellow solid (0.22 g, 70percent yield). (48110-177 48110-178): 1H NMR(CDCl3, 300 MHz) delta:8.07-8.26 (m, 4H), 7.87 (s, 1H), 7.77 (t, J=8.1 Hz, 1H), 7.44-7.65 (m, 4H), 6.30(m, br, 1H), 4.88 (m, 1H), 4.44 (m, 1H), 3.98 (m, 1H), 3.78 (s, 3H), 3.54 (m, 1H), 2.35-2.50 (m, 2H), 1.34-1.5 (m, 9H). LC-MS (retention time: 1.530 minutes.), MS m/z 476(MH+).
  • 4
  • [ 5467-57-2 ]
  • [ 98-80-6 ]
  • [ 132-60-5 ]
  • 5
  • [ 5467-57-2 ]
  • [ 960-16-7 ]
  • [ 132-60-5 ]
 

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