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[ CAS No. 1256787-17-3 ] {[proInfo.proName]}

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Chemical Structure| 1256787-17-3
Chemical Structure| 1256787-17-3
Structure of 1256787-17-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1256787-17-3 ]

CAS No. :1256787-17-3 MDL No. :MFCD18260470
Formula : C9H5BrClN Boiling Point : -
Linear Structure Formula :- InChI Key :UXXDWKJBKXMGSQ-UHFFFAOYSA-N
M.W : 242.50 Pubchem ID :84728258
Synonyms :

Safety of [ 1256787-17-3 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1256787-17-3 ]

* 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 [ 1256787-17-3 ]

[ 1256787-17-3 ] Synthesis Path-Downstream   1~24

  • 1
  • [ 1532-97-4 ]
  • [ 1256787-17-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sulfuric acid; potassium nitrate / 0 - 25 °C 2.1: hydrogenchloride; tin(II) chloride dihdyrate / ethanol; water / 0.5 h / 80 °C 3.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C 3.2: 12 h / 0 - 25 °C
  • 2
  • [ 661-69-8 ]
  • [ 1256787-17-3 ]
  • [ 2454398-00-4 ]
YieldReaction ConditionsOperation in experiment
25% With tetrakis(triphenylphosphine) palladium(0) In toluene at 30 - 100℃; for 36h; D [0329] Step D: To a solution of 4-bromo-5-chloro-isoquinoline (5 g, 20.6 mmol, 1.0 eq) in toluene (100 mL) was added Pd(PPh3)4 (2.38 g, 2.06 mmol, 0.1 eq) and trimethyl(trimethylstannyl)stannane (22.0 g, 67.2 mmol, 13.9 mL, 3.26 eq) at 30 °C. The mixture was stirred at 100 °C for 36 hours. The reaction mixture was diluted with water (100 mL) and extracted with ethyl acetate (3 x 100 mL). The combined organic layers were washed with brine (100 mL), dried over NaiSCfi, filtered and concentrated under reduced pressure to give a residue. The residue was triturated with ethyl acetate (50 mL) and further purified by reversed phase flash [water (0.1% formic acid)/acetonitrile)]. The mixture was concentrated under reduced pressure to give (5-chloro-4-isoquinolyl)-trimethyl-stannane (1.7 g, 5.16 mmol, 25% yield, 99% purity) was obtained as a colourless oil. LCMS [ESI, M+l]: 328. [0330] NMR (400MHz, chloroform-d) d = 9.21 (s, 1H), 8.72 (s, 1H), 7.98 - 7.87 (m, 1H), 7.82 (dd, =1.2, 7.6 Hz, 1H), 7.53 (t, J= 8.0 Hz, 1H), 0.55 - 0.40 (s, 9H).
  • 3
  • [ 58142-46-4 ]
  • [ 1256787-17-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: hydrogenchloride; tin(II) chloride dihdyrate / ethanol; water / 0.5 h / 80 °C 2.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C 2.2: 12 h / 0 - 25 °C
  • 4
  • [ 16552-65-1 ]
  • 4-bromo-5-chloroisoquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
17 g Stage #1: 5-Amino-4-bromo-isoquinoline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Stage #2: With hydrogenchloride; copper(l) chloride In water at 0 - 25℃; for 12h; C [0327] Step C: To a solution of 4-bromoisoquinolin-5-amine (33 g, 147 mmol, 1.0 eq) in aqueous HC1 (2 M, 1000 mL, 13.5 eq) cooled to 0 °C was added a solution of NaNCL (13.3 g, 192 mmol, 806 pL, 1.3 eq) in H2O (400 mL). The reaction was stirred to 0 °C for 30 min and a solution of CuCl (19.0 g, 192 mmol, 4.60 mL, 1.3 eq) in con. HC1 (400 mL) at 0 °C, the reaction mixture was stirred at 25 °C for 12 hours. The reaction mixture was poured onto crushed ice (1000 g) and adjusted to pH ~ 8 with 2 N of aqueous sodium hydroxide. Then the mixture was extracted with ethyl acetate (3 c 1000 mL). The combined organic layers were washed with brine (500 mL), dried over Na2SC>4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (SiCh, ethyl acetate /methanol-100/1 to 10/1). 4-bromo-5- chloro-isoquinoline (17 g, 69.4 mmol, 47% yield, 99% purity) was obtained as a yellow solid. [0328] H NMR (400MHz, chloroform-d) 6 = 9.11 (s, 1H), 8.79 (s, 1H), 7.91 (dd,.7-1.2, 8.0 Hz, 1H), 7.84 (dd,.7-1.2, 7.6 Hz, 1H), 7.53 (t,.7=7.6 Hz, III).
  • 5
  • [ 1256787-17-3 ]
  • [ 2454397-20-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 5 h / 90 °C / Inert atmosphere
  • 6
  • [ 1256787-17-3 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 6 h / 90 °C / Inert atmosphere
  • 7
  • [ 1256787-17-3 ]
  • [ 2454396-50-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 6 h / 90 °C / Inert atmosphere 3.1: chloro-trimethyl-silane / acetonitrile / 0.5 h / 0 °C / Molecular sieve 3.2: 17.5 h / 0 - 15 °C / Molecular sieve
Multi-step reaction with 3 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 5 h / 90 °C / Inert atmosphere 3: hydrogenchloride / acetonitrile; 1,4-dioxane / 1 h / 25 °C
  • 8
  • [ 1256787-17-3 ]
  • [ 2454488-12-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 6 h / 90 °C / Inert atmosphere 3.1: chloro-trimethyl-silane / acetonitrile / 0.5 h / 0 °C / Molecular sieve 3.2: 17.5 h / 0 - 15 °C / Molecular sieve 4.1: triethylamine / dichloromethane / 1 h / -40 - 10 °C
Multi-step reaction with 4 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 5 h / 90 °C / Inert atmosphere 3: hydrogenchloride / acetonitrile; 1,4-dioxane / 1 h / 25 °C 4: triethylamine / dichloromethane / 1 h / -40 - 10 °C
  • 9
  • [ 1256787-17-3 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 6 h / 90 °C / Inert atmosphere
  • 10
  • [ 1256787-17-3 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 6 h / 90 °C / Inert atmosphere 3.1: sodium iodide / acetonitrile / 0.5 h / 0 °C / Molecular sieve 3.2: 12 h / 0 - 15 °C / Molecular sieve
  • 11
  • [ 1256787-17-3 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 6 h / 90 °C / Inert atmosphere 3.1: sodium iodide / acetonitrile / 0.5 h / 0 °C / Molecular sieve 3.2: 12 h / 0 - 15 °C / Molecular sieve 4.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 0.5 h / 0 - 25 °C
  • 12
  • [ 1256787-17-3 ]
  • [ 2454397-05-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 5 h / 90 °C / Inert atmosphere
  • 13
  • [ 1256787-17-3 ]
  • [ 2454397-06-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 5 h / 90 °C / Inert atmosphere 3: hydrogenchloride / 1,4-dioxane / 1 h / 25 °C
  • 14
  • [ 1256787-17-3 ]
  • [ 2454488-38-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 5 h / 90 °C / Inert atmosphere 3: hydrogenchloride / 1,4-dioxane / 1 h / 25 °C 4: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 0.5 h / 0 °C
  • 15
  • [ 1256787-17-3 ]
  • [ 2454488-39-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 5 h / 90 °C / Inert atmosphere 3: hydrogenchloride / 1,4-dioxane / 1 h / 25 °C 4: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 1 h / -70 °C
  • 16
  • [ 1256787-17-3 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 6 h / 90 °C / Inert atmosphere 3.1: sodium iodide / acetonitrile / 0.5 h / 0 °C / Molecular sieve 3.2: 12 h / 0 - 15 °C / Molecular sieve 4.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 0.5 h / -60 °C
  • 17
  • [ 1256787-17-3 ]
  • [ 2454397-18-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 12 h / 90 °C
  • 18
  • [ 1256787-17-3 ]
  • [ 2454397-19-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 12 h / 90 °C 3: hydrogenchloride / acetonitrile; 1,4-dioxane / 0.5 h / 0 °C
  • 19
  • [ 1256787-17-3 ]
  • [ 2454488-44-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 12 h / 90 °C 3: hydrogenchloride / acetonitrile; 1,4-dioxane / 0.5 h / 0 °C 4: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 0.33 h / 0 °C / Molecular sieve
  • 20
  • [ 1256787-17-3 ]
  • [ 2454488-45-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 12 h / 90 °C 3: hydrogenchloride / acetonitrile; 1,4-dioxane / 0.5 h / 0 °C 4: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 0.33 h / -60 °C / Molecular sieve
  • 21
  • [ 1256787-17-3 ]
  • [ 2454488-46-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 6 h / 90 °C / Inert atmosphere 3.1: chloro-trimethyl-silane / acetonitrile / 0.5 h / 0 °C / Molecular sieve 3.2: 17.5 h / 0 - 15 °C / Molecular sieve 4.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 0.5 h / 0 °C
Multi-step reaction with 4 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 5 h / 90 °C / Inert atmosphere 3: hydrogenchloride / acetonitrile; 1,4-dioxane / 1 h / 25 °C 4: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 0.5 h / 0 °C
  • 22
  • [ 1256787-17-3 ]
  • [ 2454397-22-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 10 h / 90 °C
  • 23
  • [ 1256787-17-3 ]
  • [ 2454397-23-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 10 h / 90 °C 3: hydrogenchloride / acetonitrile; 1,4-dioxane / 0.25 h / 25 °C
  • 24
  • [ 1256787-17-3 ]
  • [ 2454488-48-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: tetrakis(triphenylphosphine) palladium(0) / toluene / 36 h / 30 - 100 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 10 h / 90 °C 3: hydrogenchloride / acetonitrile; 1,4-dioxane / 0.25 h / 25 °C 4: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 0.5 h / 0 °C / Molecular sieve
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