CAS No.380917-97-5,PeraMpanel Suppliers

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Basic Information

Molecular Structure:
CAS No.:	380917-97-5
Name:	PeraMpanel
Article Data:	11

Formula:	C23H15N3O
Molecular Weight:	349.392
Synonyms:	E-2007;Perampanel;3-(2-Cyanophenyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one;5'-(2-cyanophenyl)-1'-phenyl-2,3'-bipyridinyl-6'(1'H)-one;2-(2-oxo-1-phenyl-5-pyridin-2-ylpyridin-3-yl)benzonitrile;Fycompa;[14C]-Perampanel;2-[1',6'-dihydro-6'-oxo-1-phenyl-(2',3'-bipyridin)-5'-yl]benzonitrile;
Density:	1.31±0.1 g/cm3(Predicted)
Boiling Point:	619.1±55.0 °C(Predicted)
PSA:	58.68000
LogP:	4.43818

Synthetic route

: 381248-06-2
3-bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridine-2-one

: 172732-52-4
o-cyanophenylboronic acid-1,3-propylene glycol ester

: 380917-97-5
[14C]-Perampanel

Conditions

Conditions	Yield
With caesium carbonate; palladium dichloride In N,N-dimethyl-formamide at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;	73%
Stage #1: 3-bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridine-2-one; o-cyanophenylboronic acid-1,3-propylene glycol ester With copper(l) iodide; potassium carbonate; palladium diacetate; triphenylphosphine In 1,2-dimethoxyethane at 70℃; for 4.5h; Heating / reflux; Stage #2: With ammonia In water at 60℃; for 0.883333h;
With potassium carbonate; palladium diacetate; copper(l) iodide; triphenylphosphine In 1,2-dimethoxyethane at 70℃; for 4.5h; Heating / reflux;
With copper(l) iodide; potassium carbonate; palladium diacetate; triphenylphosphine In 1,2-dimethoxyethane at 70℃; for 4.5h; Heating / reflux;
With tetrakis(triphenylphosphine) palladium(0); triethylamine In dichloromethane at 25 - 30℃; for 12h; Reagent/catalyst; Temperature; Solvent;

: 2-(2-cyanophenyl)-N-phenylacetamide

: C12H18N3(1+)*F6P(1-)

: 380917-97-5
[14C]-Perampanel

Conditions

Conditions	Yield
With sodium ethanolate In ethanol; dimethyl sulfoxide at 40 - 45℃; for 0.5h; Reagent/catalyst; Solvent;	72%

: 381248-06-2
3-bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridine-2-one

: 2-(1,3-dioxaborinan-2-yl)benzonitrile

: 380917-97-5
[14C]-Perampanel

Conditions

Conditions	Yield
With copper(l) iodide; palladium diacetate; potassium carbonate; triphenylphosphine In 1,2-dimethoxyethane at 70 - 95℃; for 5.5h; Suzuki coupling; Inert atmosphere;	69%

: 380917-96-4
3-(2-cyanophenyl)-5-(2-pyridyl)-1,2-dihydropyridin-2-one

: 98-80-6
phenylboronic acid

: 380917-97-5
[14C]-Perampanel

Conditions

Conditions	Yield
With ammonia; triethylamine In dichloromethane; water; ethyl acetate
With pyridine; copper(II) acetate monohydrate In acetone at 40 - 45℃; for 7h;	0.370 g

: 942063-28-7
3-(2-cyanophenyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one hydrate

: 380917-97-5
[14C]-Perampanel

Conditions

Conditions	Yield
In water; acetone at 20 - 75℃; for 18.5h; Heating / reflux;
In ethyl acetate at 0 - 50.9℃; for 2h; Heating / reflux;
at 110℃; X-irradiation;

: 624-28-2
2,5-dibromopyridine

: 380917-97-5
[14C]-Perampanel

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: 3 h / 60 °C / Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 3 h / 120 °C / Inert atmosphere 3.1: water; hydrogen bromide / 3 h / 110 °C 3.2: pH 11 / Cooling with ice 4.1: pyridine; copper diacetate / N,N-dimethyl-formamide / 16 h 5.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4 h / 20 °C 6.1: copper(l) iodide; palladium diacetate; potassium carbonate; triphenylphosphine / 1,2-dimethoxyethane / 5.5 h / 70 - 95 °C / Inert atmosphere View Scheme
Multi-step reaction with 7 steps 1: sodium methylate / methanol / 0.5 h / Reflux 2: n-butyllithium; Trimethyl borate / tetrahydrofuran / -75.1 - 20 °C / Inert atmosphere 3: potassium carbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 5.67 h / Reflux 4: hydrogenchloride / water / 3 h / Reflux 5: copper diacetate; pyridine / N,N-dimethyl-formamide / 20 °C 6: N-Bromosuccinimide / N,N-dimethyl-formamide / 2.5 h / 20 °C 7: palladium dichloride; caesium carbonate / N,N-dimethyl-formamide / 6 h / 80 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 6 steps
1.1: 3 h / 60 °C / Inert atmosphere
2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 3 h / 120 °C / Inert atmosphere
3.1: water; hydrogen bromide / 3 h / 110 °C
3.2: pH 11 / Cooling with ice
4.1: pyridine; copper diacetate / N,N-dimethyl-formamide / 16 h
5.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4 h / 20 °C
6.1: copper(l) iodide; palladium diacetate; potassium carbonate; triphenylphosphine / 1,2-dimethoxyethane / 5.5 h / 70 - 95 °C / Inert atmosphere
View Scheme

Multi-step reaction with 7 steps
1: sodium methylate / methanol / 0.5 h / Reflux
2: n-butyllithium; Trimethyl borate / tetrahydrofuran / -75.1 - 20 °C / Inert atmosphere
3: potassium carbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 5.67 h / Reflux
4: hydrogenchloride / water / 3 h / Reflux
5: copper diacetate; pyridine / N,N-dimethyl-formamide / 20 °C
6: N-Bromosuccinimide / N,N-dimethyl-formamide / 2.5 h / 20 °C
7: palladium dichloride; caesium carbonate / N,N-dimethyl-formamide / 6 h / 80 °C / Inert atmosphere
View Scheme

: 13472-85-0
2-methoxy-5-bromopyridine

: 380917-97-5
[14C]-Perampanel

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 3 h / 120 °C / Inert atmosphere 2.1: water; hydrogen bromide / 3 h / 110 °C 2.2: pH 11 / Cooling with ice 3.1: pyridine; copper diacetate / N,N-dimethyl-formamide / 16 h 4.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4 h / 20 °C 5.1: copper(l) iodide; palladium diacetate; potassium carbonate; triphenylphosphine / 1,2-dimethoxyethane / 5.5 h / 70 - 95 °C / Inert atmosphere View Scheme
Multi-step reaction with 6 steps 1: n-butyllithium; Trimethyl borate / tetrahydrofuran / -75.1 - 20 °C / Inert atmosphere 2: potassium carbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 5.67 h / Reflux 3: hydrogenchloride / water / 3 h / Reflux 4: copper diacetate; pyridine / N,N-dimethyl-formamide / 20 °C 5: N-Bromosuccinimide / N,N-dimethyl-formamide / 2.5 h / 20 °C 6: palladium dichloride; caesium carbonate / N,N-dimethyl-formamide / 6 h / 80 °C / Inert atmosphere View Scheme
Multi-step reaction with 4 steps 1.1: tetrahydrofuran / Reflux 1.2: 1 h / 25 - 30 °C 2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 25 - 30 °C 3.1: tetrakis(triphenylphosphine) palladium(0); triethylamine / dichloromethane / 1 h / 25 - 35 °C 4.1: tetrakis(triphenylphosphine) palladium(0); triethylamine / dichloromethane / 12 h / 25 - 30 °C View Scheme

: 381233-78-9
5-(2-Pyridyl)-1,2-dihydropyridin-2-one

: 380917-97-5
[14C]-Perampanel

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine; copper diacetate / N,N-dimethyl-formamide / 16 h 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 4 h / 20 °C 3: copper(l) iodide; palladium diacetate; potassium carbonate; triphenylphosphine / 1,2-dimethoxyethane / 5.5 h / 70 - 95 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: copper diacetate; pyridine / N,N-dimethyl-formamide / 20 °C 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 2.5 h / 20 °C 3: palladium dichloride; caesium carbonate / N,N-dimethyl-formamide / 6 h / 80 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: N-Bromosuccinimide / N,N-dimethyl-formamide / 25 - 30 °C 2: tetrakis(triphenylphosphine) palladium(0); triethylamine / dichloromethane / 1 h / 25 - 35 °C 3: tetrakis(triphenylphosphine) palladium(0); triethylamine / dichloromethane / 12 h / 25 - 30 °C View Scheme
Multi-step reaction with 5 steps 1: copper(II) acetate monohydrate; pyridine / N,N-dimethyl-formamide / 20 - 30 °C 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 3 h / 25 - 45 °C 3: caesium carbonate; palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 110 - 120 °C 4: hydroxylamine hydrochloride / methanol; water / 3 h / 50 - 55 °C 5: sodium hydroxide; acetic anhydride / 2 h / 100 - 140 °C View Scheme

: 1-phenyl-5-(pyridin-2-yl)-2(1H)-pyridone

: 380917-97-5
[14C]-Perampanel

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4 h / 20 °C 2: copper(l) iodide; palladium diacetate; potassium carbonate; triphenylphosphine / 1,2-dimethoxyethane / 5.5 h / 70 - 95 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2.5 h / 20 °C 2: palladium dichloride; caesium carbonate / N,N-dimethyl-formamide / 6 h / 80 °C / Inert atmosphere View Scheme
Multi-step reaction with 4 steps 1: N-Bromosuccinimide / N,N-dimethyl-formamide / 3 h / 25 - 45 °C 2: caesium carbonate; palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 110 - 120 °C 3: hydroxylamine hydrochloride / methanol; water / 3 h / 50 - 55 °C 4: sodium hydroxide; acetic anhydride / 2 h / 100 - 140 °C View Scheme

: 17997-47-6
2-tri-n-butylstannylpyridine

: 380917-97-5
[14C]-Perampanel

Conditions

Yield

Multi-step reaction with 5 steps
1.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 3 h / 120 °C / Inert atmosphere
2.1: water; hydrogen bromide / 3 h / 110 °C
2.2: pH 11 / Cooling with ice
3.1: pyridine; copper diacetate / N,N-dimethyl-formamide / 16 h
4.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4 h / 20 °C
5.1: copper(l) iodide; palladium diacetate; potassium carbonate; triphenylphosphine / 1,2-dimethoxyethane / 5.5 h / 70 - 95 °C / Inert atmosphere
View Scheme

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