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[ CAS No. 116272-42-5 ] {[proInfo.proName]}

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Chemical Structure| 116272-42-5
Chemical Structure| 116272-42-5
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Product Details of [ 116272-42-5 ]

CAS No. :116272-42-5 MDL No. :MFCD00672963
Formula : C6H3ClFI Boiling Point : No data available
Linear Structure Formula :- InChI Key :CNJQPBYTHITJAO-UHFFFAOYSA-N
M.W : 256.44 Pubchem ID :2773652
Synonyms :

Safety of [ 116272-42-5 ]

Signal Word:Warning Class:
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 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 116272-42-5 ]

* 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 [ 116272-42-5 ]

[ 116272-42-5 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 63069-48-7 ]
  • [ 116272-42-5 ]
  • 2
  • [ 116272-42-5 ]
  • [ 1614246-56-8 ]
  • [ 1614246-83-1 ]
YieldReaction ConditionsOperation in experiment
28% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,4-dioxane; water; at 80℃; for 2h; A solution of 2-(4-(ethylsulfonyl)-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (Preparation 45, 1.77 g, 5.64 mmol), <strong>[116272-42-5]4-chloro-1-fluoro-2-iodobenzene</strong> (1.28 g, 5.00 mmol), and sodium carbonate (1.59 g, 15.00 mmol) in dioxane (40 mL) and water (10 mL) was degassed. Tetrakis(triphenylphosphine)palladium(0) (577 mg, 0.50 mmol) was added and the mixture was degassed twice more, and the reaction warmed to 80 C. for 2 hours. The reaction was cooled and diluted with EtOAc (50 mL) and water (50 mL), the layers separated and the aqueous extracted with EtOAc (2*30 mL). The combined organic layers were washed with brine (30 mL), dried over MgSO4 and the solvent removed in vacuo. The crude was purified by silica gel column chromatography eluting with EtOAc:heptane 1:19 to 1:1 to give the title compound as a colourless oil 28% yield, 443 mg. 1H NMR (400 MHz, CDCl3): δ ppm 1.34 (t, 3H), 3.18 (q, 2H), 7.16 (m, 1H), 7.38 (m, 2H), 7.60 (m, 1H), 7.73 (m, 1H), 7.78 (m, 1H). 19F NMR (376 MHz, CDCl3): δ -110.2 (m, 1F), -116.9 (m, 1F).
  • 3
  • [ 116272-42-5 ]
  • [ 201230-82-2 ]
  • [ 536-74-3 ]
  • [ 66724-22-9 ]
  • 4
  • [ 116272-42-5 ]
  • tert-butyl 5-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carbonyl)indazole-1-carboxylate [ No CAS ]
  • 3-(5-chloro-2-fluorophenyl)-8-(1H-indazole-5-carbonyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
5.66% With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 160℃; for 32h;Inert atmosphere; Sealed tube; To a suspension of tert-butyl 5-(4-oxo- 1 -phenyl- 1,3 ,8-triazaspiro [4.5] decane- 8- carbonyl)indazole- 1 -carboxylate (100 mg, 210 imol) and 4-chloro- 1 -fluoro-2-iodobenzene (129 mg, 505 imol; CAS RN 116272-42-5) in dioxane (3 mL) were added K2C03 (87.2 mg, 631 imol), DMEDA (2.13 iL, 16.8 imol) and CuT (1.6 mg, 8.41 imol). The mixture was purged with argon and stirred at 160C in a sealed tube over 16 hours. Another <strong>[116272-42-5]4-chloro-1-fluoro-2-iodobenzene</strong> (129 mg, 505 imol; CAS RN 116272-42-5), DMEDA (2.13 iL, 16.8 imol), CuT (1.6 mg, 8.41 imol) and K2C03 (87.2 mg, 631 imol) were added and stirring was continued at 160C over 16 hours. The reaction mixture was cooled down to RT and filtered over a syringe microfilter. The filtrate was treated with silica gel and evaporated. The compound was purified by silica gel chromatography on a 4 g column using an MPLC (ISCO) system eluting with agradient of DCM : MeOH (100 : 0 to 80 : 20). The product (25 mg) was purified by preparative HPLC (Gemini NX column) using a gradient of ACN : H20 (containing 0.1% formic acid) (20:80 to 98 : 2). The obtained product was twice purified by silica gel chromatography on a 4 g and a 12 g column using an MPLC (ISCO) system eluting with a gradient of DCM : MeOH (100 : 0to 80 : 20) to give the title compound as a colorless solid (6 mg; 5.66%). MS (ESI): mlz = 504.16[M+H] .
  • 5
  • [ 86-77-1 ]
  • [ 116272-42-5 ]
  • C18H10ClIO2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% With potassium carbonate; In N,N-dimethyl-formamide; for 2h;Inert atmosphere; Heating; The compounds dibenzo[b,d]furan-2-ol (30g, 0.16mol), 4-chloro-1-fluoro-2-iodo-benzene (41.7g, 0.16mol) in 300ml DMF in a nitrogen atmosphere completely After dissolving, potassium carbonate (44.2 g, 0.32 mol) was added and the mixture was heated with stirring for 2 hours. The temperature was lowered to room temperature, and water was added to obtain a solid, which was purified by column chromatography (chloroform / hexane) to give Compound 1-E (63.9 g, yield: 95%)
  • 6
  • [ 86-77-1 ]
  • [ 116272-42-5 ]
  • C18H9ClO2 [ No CAS ]
  • 7
  • [ 116272-42-5 ]
  • 2-ethynyl-1,5-naphthyridine [ No CAS ]
  • 2-((5-chloro-2-fluorophenyl)ethynyl)-1,5-naphthyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine; In tetrahydrofuran; at 80℃;Inert atmosphere; To a vial of 90 (30 mg, 0.195 mmol) in THF (256 μL) was added <strong>[116272-42-5]4-chloro-1-fluoro-2-iodobenzene</strong> 91 and triethylamine (256 μL). The reaction mixture was sparged for 5 min with N2. Copper (I) iodide (7.41 mg, 0.039 mmol) and Pd(PPh3)4 (22.49 mg, 0.019 mmol) were then added to the mixture. The reaction was allowed to stir at 80 C. overnight filtered through a pad of celite and the crude product was used in the following reaction after solvent removal in vacuum. [M+H]+ calcd for C10H6N2 283.04, found 283.0.
  • 8
  • [ 116272-42-5 ]
  • 3-bromo-6-ethynylquinoline [ No CAS ]
  • 3-bromo-6-((5-chloro-2-fluorophenyl)ethynyl)quinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In toluene; at 60℃; for 2h;Inert atmosphere; A vial of 183 (100 mg, 0.431 mmol), 91 (166 mg, 0.646 mmol), Pd(PPh3)Cl2 (30.2 mg, 0.043 mmol), and copper (I) iodide (16.41 mg, 0.086 mmol) in 2:1 TEA (958 4): toluene (479 μL) was sparged with N2 for 5 min before heating to 60 C. for 2 h. The reaction was filtered through a pad of celite and concentrated in vacuum. The residue was purified by silica gel column (0 to 50% of EA in hexanes) to obtain 184 (136 g, 88% yield) as a pale orange powder. [M+H]+ calcd for C17H8BrClFN 359.95, found 360.0. 1H NMR (400 MHz, Chloroform-d) δ 8.90 (d, J=2.3 Hz, 1H), 8.30-8.25 (m, 1H), 8.05 (dt, J=8.6, 0.8 Hz, 1H), 7.94 (dd, J=1.8, 0.5 Hz, 1H), 7.81 (dd, J=8.7, 1.8 Hz, 1H), 7.53 (dd, J=6.1, 2.7 Hz, 1H), 7.34-7.25 (m, 1H), 7.07 (t, J=8.8 Hz, 1H).
  • 9
  • [ 1493-13-6 ]
  • [ 116272-42-5 ]
  • 5-chloro-2-fluorophenylboronic acid [ No CAS ]
  • bis(5-chloro-2-fluorophenyl)-λ3-iodanyl trifluoromethanesulfonate [ No CAS ]
  • 10
  • [ 116272-42-5 ]
  • (x)C2HF3O2*C26H29ClFN7 [ No CAS ]
  • 11
  • [ 116272-42-5 ]
  • (x)C2HF3O2*C23H22ClFN6 [ No CAS ]
  • 12
  • [ 116272-42-5 ]
  • (x)C2HF3O2*C29H24ClFN8 [ No CAS ]
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