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Chemical Structure| 1082040-44-5 Chemical Structure| 1082040-44-5

Structure of 1082040-44-5

Chemical Structure| 1082040-44-5

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Product Details of [ 1082040-44-5 ]

CAS No. :1082040-44-5
Formula : C9H5FN2
M.W : 160.15
SMILES Code : N#CC1=CC(F)=CC2=C1C=CN2
MDL No. :MFCD11845445
Boiling Point : No data available

Safety of [ 1082040-44-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 1082040-44-5 ]

* 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 [ 1082040-44-5 ]

[ 1082040-44-5 ] Synthesis Path-Downstream   1~3

  • 1
  • zinc cyanide [ No CAS ]
  • [ 885520-70-7 ]
  • [ 1082040-44-5 ]
YieldReaction ConditionsOperation in experiment
68% With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); zinc; In 1-methyl-pyrrolidin-2-one; at 140℃; for 18h;Inert atmosphere; step 2: To a solution of 224 (1.16 g, 5.42 mmol) in NMP (8.5 mL) under argon atmosphere was added Zn(CN)2 (634 mg, 5.42 mmol), zinc powder (70 mg, 1.1 mmol), Pd2(dba)3 (743 mg, 0.81 mmol) and dppf (900 mg, 1.62 mmol). The reaction was stirred at 140 °C for 18 h, cooled and partitioned between EtOAc (200 mL) and H20 (50 mL). The organic layer was separated, washed with brine, dried (MgSO i), filtered and concentrated to dryness in vacuo. The residue was purified by S1O2 chromatography eluting with 15percent EtO Ac/petroleum ether to afford 588 mg (68percent) of 6-fluoro- lH-indole-4-carbonitrile (226) as yellow solid (588 mg, 68percent): MS (ESI) m/z = 161.1 [M+l] +.
  • 2
  • [ 557-21-1 ]
  • [ 885520-70-7 ]
  • [ 1082040-44-5 ]
YieldReaction ConditionsOperation in experiment
93% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 120℃; for 8h;Inert atmosphere; The compound of formula I (360 g), zinc cyanide (400 g) and dimethyl sulfoxide (1.8 L) were combined, and Pd(dppf)Cl2 (18 g) was added and replaced with nitrogen three times. Heat to 120 ° C and stir for 8 hours. After the reaction was completed, it was cooled to room temperature.Water (5.4 L) and ethyl acetate (2 L) were added to the mixture.(2L*2) was extracted twice, and the organic layer was dried over anhydrous sodium sulfate, and then evaporated to dryness, and concentrated to dry to give a solid (yield of formula II) 250 g, purity: 95.87percent, yield: 93percent.
  • 3
  • [ 885520-70-7 ]
  • [ 544-92-3 ]
  • [ 1082040-44-5 ]
YieldReaction ConditionsOperation in experiment
90% In N,N-dimethyl-formamide; at 150℃; for 6h;Inert atmosphere; Mixing a compound of formula I (460 g), cuprous cyanide (290 g) and N,N-dimethylformamide (2.3 L),The mixture was replaced with nitrogen three times, and heated to 150 ° C for 6 hours.After the reaction was completed, it was cooled to room temperature.Water (7 L) and ethyl acetate (2 L) were added to the reaction mixture.Filter through celite and use ethyl acetate (2L*)2) Extract twice, and the organic layer is dried over anhydrous sodium sulfate.Decolorization with activated carbon, concentration to dry gray solid (Compound of formula II) 310 g, purity: 97.51percent, yield: 90percent.
 

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