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Chemical Structure| 1254981-17-3 Chemical Structure| 1254981-17-3

Structure of 1254981-17-3

Chemical Structure| 1254981-17-3

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Product Details of [ 1254981-17-3 ]

CAS No. :1254981-17-3
Formula : C10H9ClIN3
M.W : 333.56
SMILES Code : IC1=C(Cl)C2=NN=C(CC3CC3)N2C=C1

Safety of [ 1254981-17-3 ]

Application In Synthesis of [ 1254981-17-3 ]

* 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 [ 1254981-17-3 ]

[ 1254981-17-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1254981-17-3 ]
  • [ 37663-44-8 ]
  • [ 1254977-50-8 ]
YieldReaction ConditionsOperation in experiment
31% With caesium carbonate;palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 95℃; for 16h;Sealed tube; To a stirred solution of compound D13 (0.2 g, 0.6 mmol) in toluene (3 ml) were added spiro[isobenzofuran-l(3H),4'-piperidine] hydrochloride [CAS 37663-44-8] (0.147 g, 0.779 mmol), palladium (II) acetate (0.007 g, 0.03 mmol), Cs2CO3 (0.488 g, 1.5 mmol) and BINAP (0.028 g, 0.045 mmol). The reaction mixture was heated at 95 0C for 16 h in a sealed tube. After cooling to r.t. the mixture was diluted with EtOAc and filtered through a pad of diatomaceous earth. The filtrate was washed with NaHCO3 (aqueous sat. solution) and NaCl (aqueous sat. solution). The organic layer was separated, dried (Na2SO4) and concentrated in vacuo. The residue thus obtained was purified by column chromatography (silica gel; DCM/7M solution of NH3 in MeOH up to 1percent as eluent). The desired fractions were collected and concentrated in vacuo. The residue thus obtained was purified again by column chromatography (silica gel; DCM/EtOAc up to 60percent as eluent). The desired fractions were collected and concentrated in vacuo. The residue thus obtained was triturated with diisopropyl ether to yield final compound E6 (0.074 g, 31 percent) as a pale yellow solid.
  • 2
  • [ 1254981-17-3 ]
  • [ 69605-90-9 ]
  • 7-([1,1'-biphenyl]-3-ylmethoxy)-8-chloro-3-(cyclopropylmethyl)-[1,2,4]triazolo[4,3-a]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
20% With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; In toluene; at 100℃; for 17h;Sealed tube; Inert atmosphere; General procedure: Examples 9a-n were prepared in parallel fashion according to the following method. A stock solution of 8-chloro-3-(cyclopropylmethyl)-7-iodo-[1,2,4]triazolo[4,3-a]pyridine22 (0.9 M in toluene, 1 mL, 0.090 mmol) was added to a 2.0-5.0 mL microwave vial charged with the corresponding commercially available alcohol (0.648 mmol), cesium carbonate (50.0 mg, 0.153 mmol), 1,10-phenanthroline (20.0 mg, 0.111 mmol), and 20.0 mg of copper(I) iodide (20.0 mg, 0.105 mmol). The vials were sealed and heated to 100 C for 17 h. The reaction mixtures were cooled to rt, diluted with 0.5 mL of acetonitrile, and then filtered. The filtrates were concentrated in vacuo at 34 C for 1 h. Each sample was diluted with 0.5 mL of DMF (0.5 mL) and purified using reverse phase preparative LC-MS to afford the title product.
 

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