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Chemistry
Heterocyclic Building Blocks
Pyridines
6-Bromo-8-(trifluoromethyl)imidazo[1,2-a]pyridine
Chemistry
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Heterocyclic Building Blocks
Organic Building Blocks Stapled Peptide
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Imidazoles Bromides Fluorinated Building Blocks Trifluoromethyls Other Aromatic Heterocycles PKA/AKAP (stapled peptide)

[ CAS No. 1417334-55-4 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1417334-55-4
Chemical Structure| 1417334-55-4
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Quality Control of [ 1417334-55-4 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 1417334-55-4 ]

CAS No. :1417334-55-4 MDL No. :MFCD22577291
Formula : C8H4BrF3N2 Boiling Point : -
Linear Structure Formula :- InChI Key :JZVYHKXYTNZPJN-UHFFFAOYSA-N
M.W : 265.03 Pubchem ID :75365455
Synonyms :

Safety of [ 1417334-55-4 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1417334-55-4 ]

* 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 [ 1417334-55-4 ]

[ 1417334-55-4 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 1417334-55-4 ]
  • [ 659742-21-9 ]
  • [ 1611001-73-0 ]
YieldReaction ConditionsOperation in experiment
91% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; 6-(6-methylpyridin-3-yl)-3-(4-morpholinophenyl)imidazo[1,2-a]pyridine-8-carbonitrile; In N,N-dimethyl-formamide; at 120℃; for 2h;Inert atmosphere; The compound of example 172 (3 g, 1 1 .32 mmol) was treated with 2-methylpyridine-5- boronic acid (2.015 g, 14.72 mmol) in the presence of [1 ,1 '-bis(diphenylphosphino)- ferrocene]dichloropalladium(ll) complex with dichloromethane (0.159 g, 0.226 mmol) and sodium carbonate (2.347 g, 16.98 mmol) in dry dimethylformamide (10 mL) according to the procedure for the preparation of the compound of example 2 to afford the title compound. Yield: 3.0 g (91 %); 1 H NMR (DMSO-d6, 300 MHz): delta 2.51 (s, 3H, CH3), 7.40 (d, 1 H, J =8.1 Hz, Ar), 7.75 (s, 1 H, Ar), 8.026 (s, 1 H, Ar), 8.10 (dd, 1 H, J =3.0 Hz, J=8.1 Hz, Ar), 8.14 (s, 1 H, Ar), 8.86 (d, 1 H, J =3.0 Hz, Ar), 9.26 (s, 1 H, Ar); MS (ES+): m/e 278 (M+1 ).
Reference： [1]Patent: WO2014/80241,2014,A1 .Location in patent: Page/Page column 97
  • 2
  • [ 1052686-67-5 ]
  • [ 1417334-55-4 ]
  • [ 1611001-77-4 ]
YieldReaction ConditionsOperation in experiment
49.5% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate; In N,N-dimethyl-formamide; at 120℃; for 2h;Inert atmosphere; The compound of example 1 72 (5 g, 1 8.87 mmol) was treated with 2-methyl-5-(4, 4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyrimidine (6.23 g, 28.3 mmol) in the presence of [1 ,1 '-bis(diphenylphosphino)-ferrocene]dichloropalladium(l l) complex with dichloromethane (0.308 g, 0.377 mmol) and sodium carbonate (3.00 g, 28.3 mmol) in dry dimethylformamide (25 mL) according to the procedure for the preparation of the compound of example 2 to afford the title compound. Yield: 2.65 g (49.5 %) ; 1 H NMR (DMSO-de, 300 MHz) : delta 2.69 (s, 3H, CH3), 7.77 (s, 1 H, Ar), 8.14 (d, 2H, J =6.0 Hz, Ar), 9.1 3 (s, 2H, Ar), 9.34 (s, 1 H, Ar); MS (ES+) : m/e 279.5 (M+1 ).
Reference： [1]Patent: WO2014/80241,2014,A1 .Location in patent: Page/Page column 102
  • 3
  • [ 1417334-55-4 ]
  • [ 628692-15-9 ]
  • [ 1611002-09-5 ]
YieldReaction ConditionsOperation in experiment
66.2% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate; In N,N-dimethyl-formamide; at 120℃; for 2h;Inert atmosphere; The compound of example 172 (3 g, 11.32 mmol) was treated with (2- methoxypyrimidin-5-yl)boronic acid (2.091 g, 13.58 mmol) in the presence of [1,1'- bis(diphenylphosphino)-ferrocene] dichloropalladium(ll) complex with dichloromethane (0.159 g, 0.226 mmol) and sodium carbonate (2.347 g, 16.98 mmol) in dry dimethylformamide (10 mL) according to the procedure for the preparation of the compound of example 2 to afford the title compound. Yield: 2.23 g (66.2 percent); 1H NMR (DMSO-de, 300 MHz): delta 3.98 (s, 3H, OCH3), 7.76 (d, 1H, J =0.9 Hz, Ar), 8.07 (s, 1H, Ar), 8.14 (d, 1H, J =0.9 Hz, Ar), 9.02 (s, 2H, Ar), 9.25 (s, 1H, Ar); MS (ES+): m/e 295.4 (M+1).
Reference： [1]Patent: WO2014/80241,2014,A1 .Location in patent: Page/Page column 117; 118
  • 4
  • [ 741709-63-7 ]
  • [ 1417334-55-4 ]
  • [ 1611002-02-8 ]
YieldReaction ConditionsOperation in experiment
67.8% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate; In N,N-dimethyl-formamide; at 120℃; for 2h;Inert atmosphere; The compound of example 172 (2.5 g, 9.43 mmol) was treated with 4-(4, 4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)picolinonitrile (2.170 g, 9.43 mmol) in the presence of [1 ,1 '-bis(diphenylphosphino)-ferrocene]dichloropalladium(ll) complex with dichloromethane (0.132 g, 0.189 mmol) and sodium carbonate (1 .956 g, 14.15 mmol) in dry dimethylformamide (10 mL) according to the procedure for the preparation of the compound of example 2 to afford the title compound. Yield: 2.0 g (67.8 %); 1H NMR (DMSO-de, 300 MHz): delta 7.79 (d, 1 H, J =1 .2 Hz, Ar), 8.17 (d, 2H, J =1 .2 Hz, Ar), 8.21 (d, 1 H, J =9.0 Hz, Ar), 8.50 (dd, 1 H, J =3.0 Hz, J =8.1 Hz, Ar), 9.21 (t, 1 H, Ar), 9.43 (s, 1 H, Ar); MS (ES+): m/e 289 (M+1 ).
Reference： [1]Patent: WO2014/80241,2014,A1 .Location in patent: Page/Page column 113

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