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[ CAS No. 51463-18-4 ] {[proInfo.proName]}

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Chemical Structure| 51463-18-4
Chemical Structure| 51463-18-4
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Product Details of [ 51463-18-4 ]

CAS No. :51463-18-4 MDL No. :MFCD16658647
Formula : C9H6ClNO Boiling Point : -
Linear Structure Formula :- InChI Key :PJMPHLDRYMIZFK-UHFFFAOYSA-N
M.W : 179.60 Pubchem ID :12435491
Synonyms :

Safety of [ 51463-18-4 ]

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 [ 51463-18-4 ]

* 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 [ 51463-18-4 ]

[ 51463-18-4 ] Synthesis Path-Downstream   1~26

YieldReaction ConditionsOperation in experiment
/BRN= 527579/, H2SO4;
entspr. Amid, Δ;
  • 2
  • [ 51463-18-4 ]
  • [ 13154-24-0 ]
  • 8-chloro-3-((triisopropylsilyl)oxy)isoquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
62% With 1H-imidazole In N,N-dimethyl-formamide at 0 - 25℃; for 12h; 3 Step 3: 8-chloro-3-((triisopropylsilyl)oxy)isoquinoline To a solution of 8-chloroisoquinolin-3(21])-one (12.0 g, 66.8 mmol) in DMF (15 mL) at0 °C was added imidazole (13.6 g, 200.5 mmol) and chlorotriisopropylsilane (17.2 mL, 80.2mmol). The reaction was stirred at room temperature for 12 h. The reaction mixture wasconcentrated in vacuo. The crude residue was dissolved in EtOAc (70 mL) and washed withH20 (40 mL x 2). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude residue was purified by silica gel column chromatography (petroleum ether)to give the title compound (13.0 g, 62%) as colourless oil. ‘HNMR (400 IVIFIz, DMSO-d6)9.16 (s, 1H), 7.79 (d, J 8.4 Hz, 1H), 7.65 -7.56 (m, 1H), 7.55 -7.47 (m, 1H), 7.23 (s, 1H),1.46- 1.30 (m, 3H), 1.06 (d, J= 7.6 Hz, 18H).
58% With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃;
  • 4
  • [ 62373-67-5 ]
  • [ 51463-18-4 ]
YieldReaction ConditionsOperation in experiment
75% With sulfuric acid In water at 0 - 20℃;
With sulfuric acid at 0 - 25℃; 2 Step 2: 8-chloroisoquinolin-3(2H)-one To a solution of concentrated sulfuric acid (100 mL) at 0 °C was added N-(2-chlorobenzyl)-2, 2-dimethoxyacetamide (40.0 g, 164 mmol). The reaction was stirred at room temperature for 16 h. The reaction was poured into ice water and the mixture was basified with ammonium hydroxide to pH 8. The yellow precipitate was filtered off, washed with water, and dried in vacuo to give the title compound (20.0 g, crude) as a yellow solid that required nofurther purification. ‘H NMR (400 IVIHz, CDC13) 9.11 (s, 1H), 7.72 (d, J= 8.4 Hz, 1H), 7.56 -7.52 (m, 1H), 7.45 (d, J 7.6 Hz, 1H), 7.00 (s, 1H).
  • 5
  • [ 51463-18-4 ]
  • 1-(3-(3-(5-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl)isoquinolin-8-yl)-1-(tetrahydro-2H-pyran-4-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C 2.1: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos; bis(pinacol)diborane; potassium acetate / 1,4-dioxane / 80 °C 2.2: 90 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C 3.2: 20 °C 3.3: 60 °C
  • 6
  • [ 51463-18-4 ]
  • 1-(3-(3-(3-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl)isoquinolin-8-yl)-1-(tetrahydro-2H-pyran-4-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C 2.1: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos; bis(pinacol)diborane; potassium acetate / 1,4-dioxane / 80 °C 2.2: 90 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C 3.2: 20 °C 3.3: 60 °C
  • 7
  • [ 51463-18-4 ]
  • 4-(8-(5-acetyl-1-(tetrahydro-2H-pyran-4-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)isoquinolin-3-yl)-1-methyl-1H-pyrazole-5-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C 2.1: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos; bis(pinacol)diborane; potassium acetate / 1,4-dioxane / 80 °C 2.2: 90 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C 3.2: 20 °C 3.3: 60 °C
  • 8
  • [ 51463-18-4 ]
  • 4-(8-(5-acetyl-1-(tetrahydro-2H-pyran-4-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)isoquinolin-3-yl)-1-methyl-1H-pyrazole-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C 2.1: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos; bis(pinacol)diborane; potassium acetate / 1,4-dioxane / 80 °C 2.2: 90 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C 3.2: 20 °C 3.3: 60 °C
Multi-step reaction with 6 steps 1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 0 - 25 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / water; 1,4-dioxane / 4 h / 90 °C / Inert atmosphere 4: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C 5: triethylamine / dichloromethane / 1 h / 0 - 25 °C 6: sodium carbonate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos / water; 1,4-dioxane / 16 h / 60 °C / Inert atmosphere
  • 9
  • [ 51463-18-4 ]
  • 1-(1-(tetrahydro-2H-pyran-4-yl)-3-(3-((triisopropylsilyl)oxy)isoquinolin-8-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C 2.1: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos; bis(pinacol)diborane; potassium acetate / 1,4-dioxane / 80 °C 2.2: 90 °C
Multi-step reaction with 3 steps 1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 0 - 25 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / water; 1,4-dioxane / 4 h / 90 °C / Inert atmosphere
  • 10
  • [ 51463-18-4 ]
  • 8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-((triisopropylsilyl)-oxy)isoquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 0 - 25 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere
  • 11
  • [ 51463-18-4 ]
  • 1-(3-(3-hydroxyisoquinolin-8-yl)-1-(tetrahydro-2H-pyran-4-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 0 - 25 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / water; 1,4-dioxane / 4 h / 90 °C / Inert atmosphere 4: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C
  • 12
  • [ 51463-18-4 ]
  • 8-(5-acetyl-1-(tetrahydro-2H-pyran-4-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)isoquinolin-3-yl trifluoromethanesulfonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 0 - 25 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / water; 1,4-dioxane / 4 h / 90 °C / Inert atmosphere 4: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C 5: triethylamine / dichloromethane / 1 h / 0 - 25 °C
  • 13
  • [ 51463-18-4 ]
  • 1-[8-(5-acetyl-1-tetrahydropyran-4-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-3-yl)-3-isoquinolyl]-N-methyl-pyrrolidine-3-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 0 - 25 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / water; 1,4-dioxane / 4 h / 90 °C / Inert atmosphere 4: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C 5: triethylamine / dichloromethane / 1 h / 0 - 25 °C 6: dimethyl sulfoxide / 0.5 h / 130 °C / Microwave irradiation
  • 14
  • [ 51463-18-4 ]
  • (S)-1-[8-(5-acetyl-1-tetrahydropyran-4-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-3-yl)-3-isoquinolyl]-N-methyl-pyrrolidine-3-carboxamide [ No CAS ]
  • (R)-1-[8-(5-acetyl-1-tetrahydropyran-4-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-3-yl)-3-isoquinolyl]-N-methyl-pyrrolidine-3-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 0 - 25 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / water; 1,4-dioxane / 4 h / 90 °C / Inert atmosphere 4: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C 5: triethylamine / dichloromethane / 1 h / 0 - 25 °C 6: dimethyl sulfoxide / 0.5 h / 130 °C / Microwave irradiation 7: carbon dioxide; ammonium hydroxide / methanol / Supercritical conditions; Resolution of racemate
  • 15
  • [ 51463-18-4 ]
  • 8-chloro-4-fluoroisoquinolin-3(2H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Selectfluor In tetrahydrofuran at 20℃; for 16h; 24.1 Step 1: 8-chloro-4-fluoroisoquinolin-3(2H)-one To a solution of 8-chloroisoquinolin-3(21])-one (600 mg, 3.34 mmol) in THF (10 mL) was added 1 -chloromethyl-4-fluoro- 1 ,4-di azoniabicyclo[2 .2.2] octane bi s(tetrafluoroborate) (1.36 g, 3.84 mmol). The reaction was stirred at room temperature for 16 h. DCM (80 mL) wasadded and washed with water (20 mL x 2). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give the title compound (650 mg, crude) as a yellow solid that required no further purification. LCMS M/Z (M+H) 198.
  • 16
  • [ 51463-18-4 ]
  • 8-chloro-4-fluoroisoquinolin-3-yl trifluoromethanesulfonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: Selectfluor / tetrahydrofuran / 16 h / 20 °C 2: triethylamine / dichloromethane / 12 h / 0 - 20 °C
  • 17
  • [ 51463-18-4 ]
  • 5-(8-chloro-4-fluoroisoquinolin-3-yl)-N-methylpicolinamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: Selectfluor / tetrahydrofuran / 16 h / 20 °C 2: triethylamine / dichloromethane / 12 h / 0 - 20 °C 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; 1,4-dioxane / 0.5 h / 70 °C / Microwave irradiation
  • 18
  • [ 51463-18-4 ]
  • 5-(4-fluoro-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-3-yl)-N-methylpicolinamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: Selectfluor / tetrahydrofuran / 16 h / 20 °C 2: triethylamine / dichloromethane / 12 h / 0 - 20 °C 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; 1,4-dioxane / 0.5 h / 70 °C / Microwave irradiation 4: potassium acetate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere
  • 19
  • [ 51463-18-4 ]
  • 5-(8-(5-acetyl-1-(tetrahydro-2H-pyran-4-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)-4-fluoroisoquinolin-3-yl)-N-methylpicolinamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: Selectfluor / tetrahydrofuran / 16 h / 20 °C 2: triethylamine / dichloromethane / 12 h / 0 - 20 °C 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; 1,4-dioxane / 0.5 h / 70 °C / Microwave irradiation 4: potassium acetate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere 5: sodium carbonate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos / water; 1,4-dioxane / 16 h / 60 °C / Inert atmosphere
  • 20
  • [ 51463-18-4 ]
  • [ 375-72-4 ]
  • (8-Chloro-3-isoquinolyl) 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
55.9% With potassium carbonate In acetonitrile at 60℃; for 15h; 7 (8-Chloro-3-isoquinolyl) 1,1,2,2,3,3,4,4,4-nonafluorobutane-l-sulfonate Potassium carbonate (75 g, 542.7 mmol) and 1,1,2,2,3,3,4,4,4-nonafluorobutane- 1-sulfonyl fluoride (70 mL, 398.8 mmol) are added to 8-chloro-2//-isoquinolin-3-one (63 g, 350.7 mmol) in ACN (500 mL) and the resulting mixture is stirred at 60 °C for 15 hours. The mixture is filtered, and the solid is washed with further ACN. The filtrate is concentrated under reduced pressure. The residue is suspended in water (300 mL) and the pH is adjusted to >7 with sat. aq NaHCCb (20 mL). The suspension is stirred for 2 hours then filtered. The filter cake is washed with water and heptane, then dried under reduced pressure at 35 °C. The dried solid is taken up in DCM, silica gel (100 mL) is added, and the mixture is concentrated under reduced pressure. The resulting solid is loaded onto a silica pad (400 mL silica, previously washed with 1:4 EtOAcm-hexanes) and eluted under suction using 1:4 EtOAcm-hexanes (1.5 L). The eluate is concentrated under reduced pressure to approximately 1/20*11 of the original volume, and n-hexanes (50 mL) is added to precipitate a solid. The solid is collected by filtration, and further crops of solid obtained by similar treatment of the filtrate (total 4 crops). The crops of solid are combined and dried under reduced pressure at 50 °C overnight to give the title compound as a white solid (50.82 g, 55.9%). ES/MS (m/z) (35C1/37C1): 462/464 (M+H); NMR (400.21 MHz, CDCb) d 9.53 (s, 1H), 7.89-7.82 (m, 1H), 7.77-7.69 (m, 2 H), 7.62 (s, 1H); 19F{1H} NMR (376.5 MHz, CDCb) d -80.6 (m), -108.7 (m), -120.8 (m), -125.7 (m).
  • 21
  • [ 51463-18-4 ]
  • 5-(8-chloroisoquinolin-3-yl)-N-methylpicolinamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium carbonate / acetonitrile / 15 h / 60 °C 2.1: bis(pinacol)diborane; potassium acetate / 0.17 h / Inert atmosphere 2.2: 8 h / 60 - 94 °C / Inert atmosphere 2.3: 8 h / 84 °C
  • 22
  • [ 51463-18-4 ]
  • N-methyl-5-(8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-3-yl)picolinamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium carbonate / acetonitrile / 15 h / 60 °C 2.1: bis(pinacol)diborane; potassium acetate / 0.17 h / Inert atmosphere 2.2: 8 h / 60 - 94 °C / Inert atmosphere 2.3: 8 h / 84 °C 3.1: potassium acetate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos / 1,4-dioxane / 17 h / 90 °C / Inert atmosphere
  • 23
  • [ 51463-18-4 ]
  • 5-[8-(1,3,2-Dioxaborolan-2-yl)-3-isoquinolyl]-N-methyl-pyridine-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium carbonate / acetonitrile / 15 h / 60 °C 2.1: bis(pinacol)diborane; potassium acetate / 0.17 h / Inert atmosphere 2.2: 8 h / 60 - 94 °C / Inert atmosphere 2.3: 8 h / 84 °C 3.1: potassium acetate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II) / methanol / 14 h / 40 °C / Inert atmosphere
  • 24
  • [ 51463-18-4 ]
  • N-ethyl-5-[8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-isoquinolyl]pyridine-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium carbonate / acetonitrile / 15 h / 60 °C 2.1: potassium carbonate / 1,4-dioxane; water / 0.08 h / Inert atmosphere 2.2: 15 h / 90 °C / Inert atmosphere 3.1: potassium acetate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos / 1,4-dioxane / 21 h / 90 °C / Inert atmosphere
  • 25
  • [ 51463-18-4 ]
  • 5-[8-(1,5-Dimethyl-6-oxo-7,8-dihydro-4H-pyrazolo[4,3-c]azepin-3-yl)-3-isoquinolyl]-N-methyl-pyridine-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetonitrile / 15 h / 60 °C 2.1: bis(pinacol)diborane; potassium acetate / 0.17 h / Inert atmosphere 2.2: 8 h / 60 - 94 °C / Inert atmosphere 2.3: 8 h / 84 °C 3.1: potassium acetate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos / 1,4-dioxane / 17 h / 90 °C / Inert atmosphere 4.1: potassium phosphate / 1,4-dioxane; water; N,N-dimethyl acetamide / 0.08 h / Inert atmosphere 4.2: 5.5 h / 95 °C
  • 26
  • [ 51463-18-4 ]
  • 5-[8-(1,5-Dimethyl-6-oxo-7,8-dihydro-4H-pyrazolo[4,3-c]azepin-3-yl)-3-isoquinolyl]-N-ethyl-pyridine-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetonitrile / 15 h / 60 °C 2.1: potassium carbonate / 1,4-dioxane; water / 0.08 h / Inert atmosphere 2.2: 15 h / 90 °C / Inert atmosphere 3.1: potassium acetate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); XPhos / 1,4-dioxane / 21 h / 90 °C / Inert atmosphere 4.1: potassium phosphate / water; ethanol / 0.25 h / Inert atmosphere 4.2: 0.17 h / 50 °C / Inert atmosphere 4.3: dimercaptotriazine-functionalized metal scavenger resin / 3.5 h / 50 °C
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