N-Methyl-4-chloropyridine-2-carboxamide supplier

Name
N-Methyl-4-chloropyridine-2-carboxamide
EINECS 606-888-1
CAS No. 220000-87-3
Article Data105
CAS DataBase
Density 1.264 g/cm³
Solubility
Melting Point 41-43 °C
Formula C₇H₇ClN₂O
Boiling Point 317.8 °C at 760 mmHg
Molecular Weight 170.598
Flash Point 146 °C
Transport Information
Appearance pale-yellow solid
Safety 26
Risk Codes 22-36
Molecular Structure
Hazard Symbols Xn
Synonyms 2-(N-Methylcarbamoyl)-4-chloropyridine;4-Chloro-N-methyl-2-pyridinecarboxamide;4-Chloropyridine-2-carboxylicacid methylamide;N-Methyl-4-chloropicolinamide;
PSA 41.99000
LogP 1.48550

Synthetic route

: 24484-93-3
4-Chloro-pyridine-2-carboxylic acid methyl ester

: 74-89-5
methylamine

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
With magnesium chloride In tetrahydrofuran at 20℃; for 2.25h;	98.5%
In methanol at 0 - 5℃; for 2h;	98%
magnesium chloride In tetrahydrofuran at 20℃; for 2.25h;	98.5%

: 74-89-5
methylamine

: methyl 4-chloropyridine-2-carboxylate hydrochloride

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 10℃; for 6h; Temperature; Solvent;	98%
In tetrahydrofuran; methanol at 0 - 5℃; for 5h; Product distribution / selectivity;	97%
In tetrahydrofuran; methanol at 0 - 5℃; Inert atmosphere;	97%

: methyl 4-chloropyridine-2-carboxylate hydrochloride

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
With methylamine In tetrahydrofuran; methanol; ethyl acetate	97%
With methylamine In tetrahydrofuran; methanol; ethyl acetate	97%
With methylamine In tetrahydrofuran; methanol; ethyl acetate	97%
With methylamine In tetrahydrofuran; methanol; ethyl acetate	97%
With methylamine In tetrahydrofuran; methanol at 0 - 3℃; for 4h;

: methyl 4-chloropyridine-2-carboxylate hydrochloride

A of4-chloro-N-methyl-2-pyridinecarboxamide: of4-chloro-N-methyl-2-pyridinecarboxamide

B: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
With methylamine In tetrahydrofuran; methanol; ethyl acetate	A 97% B n/a

: 4-chloro-2-pyridine carboxylic acid chloride hydrochloride

: 74-89-5
methylamine

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 5h; Inert atmosphere;	94%
With sodium hydroxide In tetrahydrofuran at -5℃; for 3h; Temperature; Solvent;	93%
In tetrahydrofuran; methanol at 0 - 3℃; for 4h; Product distribution / selectivity;	88%

: 63071-13-6
4-chloro-2-pyridinecarbaldehyde

: 74-89-5
methylamine

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
In methanol at 0 - 25℃; for 6h;	82.1%

: 74-89-5
methylamine

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
Stage #1: methyl 4-chloropyridine-2-carboxylate hydrochloride With magnesium chloride In tetrahydrofuran at 20℃; for 0.0833333h; Stage #2: methylamine at 20℃; for 16.3333h;	81%
Stage #1: methyl 4-chloropyridine-2-carboxylate hydrochloride With magnesium chloride In tetrahydrofuran at 20℃; for 0.0833333h; Stage #2: methylamine In tetrahydrofuran at 20℃; for 16.33h;	81%

: 53750-66-6
4-chloro-pyridine-2-carbonyl chloride

: 74-89-5
methylamine

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 3.5h;	81%
In dichloromethane at 0 - 20℃; for 3h;	81%
With triethylamine In tetrahydrofuran; water for 3h; Cooling with ice;	78%

: 5470-22-4
4-chloropicolinic acid

: 74-89-5
methylamine

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
Stage #1: 4-chloropicolinic acid With thionyl chloride at 80℃; for 3h; Stage #2: methylamine With triethylamine In dichloromethane at 20 - 27℃; for 2h;	46%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 48h;	22%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 3h;
With hydrogenchloride In ethanol; water at 120℃; for 4h; Solvent; Temperature;	15.2 g

: 98-98-6
2-Picolinic acid

: 74-89-5
methylamine

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
Stage #1: 2-Picolinic acid With thionyl chloride In N,N-dimethyl-formamide at 45 - 72℃; for 72h; Stage #2: methylamine In tetrahydrofuran; water at 0 - 20℃; for 4h; Temperature;	39%
Stage #1: 2-Picolinic acid With thionyl chloride In N,N-dimethyl-formamide Stage #2: methylamine
Stage #1: 2-Picolinic acid With thionyl chloride; N,N-dimethyl-formamide at 45 - 75℃; for 72h; Stage #2: methylamine In tetrahydrofuran; water at 0 - 25℃; for 4h;

: 626-61-9
4-Chloropyridine

: 123-39-7
N-Methylformamide

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
Stage #1: 4-Chloropyridine; N-Methylformamide With sulfuric acid; dihydrogen peroxide; iron(II) sulfate In water at 20 - 60℃; for 21h; light protection; Stage #2: With sodium hydroxide In water	5.3%
With sulfuric acid; dihydrogen peroxide; iron(II) sulfate In water at 20 - 60℃; for 21h; Product distribution / selectivity; Menisci reaction;	5.3%
With sulfuric acid; dihydrogen peroxide; iron(II) sulfate at 20 - 60℃; for 21h;	5.3%

: 626-61-9
4-Chloropyridine

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
Stage #1: 4-Chloropyridine With sulfuric acid; dihydrogen peroxide; iron(II) sulfate In N-Methylformamide; water at 20 - 60℃; for 21h; Menisci reaction; Absence of light; Stage #2: With sodium hydroxide In N-Methylformamide; water	5.3%

: 626-61-9
4-Chloropyridine

FeSO4.7H2O: FeSO4.7H2O

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
With sodium hydroxide; sulfuric acid; dihydrogen peroxide In N-Methylformamide; hexane; water; ethyl acetate	5.3%
With sodium hydroxide; sulfuric acid; dihydrogen peroxide In N-Methylformamide; hexane; water; ethyl acetate	5.3%

: 626-61-9
4-Chloropyridine

FeSO4·7H2O: FeSO4·7H2O

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
With sodium hydroxide; sulfuric acid In N-Methylformamide; hexane; water; ethyl acetate	5.3%

: 626-61-9
4-Chloropyridine

FeSO4&Circlesolid;7H2O: FeSO4&Circlesolid;7H2O

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
With sodium hydroxide; sulfuric acid; dihydrogen peroxide In N-Methylformamide; hexane; water; ethyl acetate	5.3%

: 53750-66-6
4-chloro-pyridine-2-carbonyl chloride

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 2 h / 30 °C 2: tetrahydrofuran; methanol / 3 h / 2 - 20 °C View Scheme
Multi-step reaction with 2 steps 2: tetrahydrofuran View Scheme
Multi-step reaction with 2 steps 1: 0.75 h / 20 - 55 °C 2: methanol / 2 h / 0 - 5 °C View Scheme

: 5470-22-4
4-chloropicolinic acid

: 593-51-1
methylamine hydrochloride

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 40h;
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 2h;
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 40h;
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 5 - 15℃; Reagent/catalyst; Temperature;	12.1 g

: 75-44-5
phosgene

: 284462-79-9
4-(3-aminophenoxy)pyridine-2-carboxamide

: 349-65-5
2-Methoxy-5-trifluoromethyl-aniline

: 220000-87-3
4-chloro-N-methylpicolinamide

...Expand

: 284462-44-8
4-(4-amino-3-chloro-phenoxy)-pyridine-2-carboxylic acid methylamide

: 16588-75-3
2-methoxy-5-trifluoromethylphenyl isocyanate

: 2835-95-2
amino-4 hydroxy-2 toluene

: 349-65-5
2-Methoxy-5-trifluoromethyl-aniline

A: 284462-92-6
3-(2-(N-methylcarbamoyl)-pyridin-4-yloxy)-4-methylaniline

B: 220000-87-3
4-chloro-N-methylpicolinamide

...Expand

: 284462-37-9
4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

: 5-tert-Butyl-2-(2,5-dimethylpyrrolyl)-aniline

: 220000-87-3
4-chloro-N-methylpicolinamide

Conditions

Conditions	Yield
With CDI
With CDI

: 284462-45-9
4-chloro-2-methoxy-5-(trifluoromethyl)phenylaniline

: 284462-99-3
4-chloro-2-methoxy-5-(trifluoromethyl)phenyl isocyanate

: 284462-44-8
4-(4-amino-3-chloro-phenoxy)-pyridine-2-carboxylic acid methylamide

: 3964-52-1
2-chloro 4-aminophenol

A: 284462-83-5
4-(2-(N-methylcarbamoyl)-pyridin-4-yloxy)-3-chloroaniline

B: 220000-87-3
4-chloro-N-methylpicolinamide

...Expand

: 284462-44-8
4-(4-amino-3-chloro-phenoxy)-pyridine-2-carboxylic acid methylamide

: 3964-52-1
2-chloro 4-aminophenol

: 41513-02-4
4-bromo-3-(trifluoromethyl)phenyl isocyanate

: 393-36-2
4-bromo-3-(trifluoromethyl)aniline

A: 284462-83-5
4-(2-(N-methylcarbamoyl)-pyridin-4-yloxy)-3-chloroaniline

B: 220000-87-3
4-chloro-N-methylpicolinamide

...Expand

: 284462-44-8
4-(4-amino-3-chloro-phenoxy)-pyridine-2-carboxylic acid methylamide

: 2835-95-2
amino-4 hydroxy-2 toluene

: 327-78-6
4-chloro-3-(trifluoromethyl)phenyl isocyanate

A: 284462-92-6
3-(2-(N-methylcarbamoyl)-pyridin-4-yloxy)-4-methylaniline

B: 220000-87-3
4-chloro-N-methylpicolinamide

...Expand

: 284462-44-8
4-(4-amino-3-chloro-phenoxy)-pyridine-2-carboxylic acid methylamide

: 2835-95-2
amino-4 hydroxy-2 toluene

: 327-78-6
4-chloro-3-(trifluoromethyl)phenyl isocyanate

A 3-(2-N-methylcarbamoyl)-4-pyridyloxy)-4-methylaniline: 3-(2-N-methylcarbamoyl)-4-pyridyloxy)-4-methylaniline

B: 220000-87-3
4-chloro-N-methylpicolinamide

...Expand

: 284462-78-8
4-(3-aminophenoxy)-N-methylpicolinamide

: 2835-95-2
amino-4 hydroxy-2 toluene

: 41513-02-4
4-bromo-3-(trifluoromethyl)phenyl isocyanate

: 393-36-2
4-bromo-3-(trifluoromethyl)aniline

A: 284462-92-6
3-(2-(N-methylcarbamoyl)-pyridin-4-yloxy)-4-methylaniline

B: 220000-87-3
4-chloro-N-methylpicolinamide

...Expand

: 284462-86-8
4-(4-aminophenoxy)-N,N-dimethylpicolinamide

: 41513-02-4
4-bromo-3-(trifluoromethyl)phenyl isocyanate

: 393-36-2
4-bromo-3-(trifluoromethyl)aniline

: 220000-87-3
4-chloro-N-methylpicolinamide

...Expand

: 4-(2-(N-ethylcarbamoyl)-pyridin-4-yloxy)aniline

: 3964-52-1
2-chloro 4-aminophenol

: 327-78-6
4-chloro-3-(trifluoromethyl)phenyl isocyanate

A 4-(2-(N-methylcarbanoyl)-4-pyridyloxy)-3-chloroaniline: 4-(2-(N-methylcarbanoyl)-4-pyridyloxy)-3-chloroaniline

B: 220000-87-3
4-chloro-N-methylpicolinamide

...Expand

: 626-02-8
3-Iodophenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 1011293-82-5
4-(3-iodophenoxy)-N-methylpyridine-2-carboxamide

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 100℃;	100%

: 220000-87-3
4-chloro-N-methylpicolinamide

: 882167-77-3
4-chloro-N-methyl-pyridine-2-carboxamide hydrochloride

Conditions

Conditions	Yield
With acetyl chloride In ethanol at 20 - 30℃; for 1.5h;	100%
With hydrogenchloride In water; acetone at 5 - 40℃; for 1h;	86%

: 220000-87-3
4-chloro-N-methylpicolinamide

: 4-chloro-N-methylpyridine-2-carboxamide hydrochloride

Conditions

Conditions	Yield
With ethanol; acetyl chloride In toluene at 20 - 30℃;	100%
With acetyl chloride In ethanol; toluene at 20℃; for 1.5h;	156.3 g

: 73183-34-3
bis(pinacol)diborane

: 220000-87-3
4-chloro-N-methylpicolinamide

: 1313738-91-8
N-methyl-4-( 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium acetate; palladium diacetate In 1,4-dioxane at 100℃; for 18h; Inert atmosphere;	99%
With potassium acetate; palladium diacetate; tricyclohexylphosphine In 1,4-dioxane at 100℃; for 4h; Inert atmosphere;

: 554-84-7
meta-nitrophenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 827029-02-7
C13H11N3O4

Conditions

Conditions	Yield
at 150℃;	98%
at 150℃;	62%
at 150℃;	62%
at 150℃;	62%
at 150℃; Neat (no solvent);	62%

: 123-30-8
4-amino-phenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 284462-37-9
4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide at 25℃; for 1h;	97%
Stage #1: 4-amino-phenol With potassium hydroxide for 0.166667h; Stage #2: 4-chloro-N-methylpicolinamide for 1.5h;	97.3%
With 18-crown-6 ether In acetonitrile for 1.5h; Reagent/catalyst; Solvent; Temperature; Reflux;	92.5%

: 4-(4-((4-chlorophenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 4-(4-(4-((4-chlorophenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenoxy)-N-methylpicolinamide

Conditions

Conditions	Yield
With potassium tert-butylate; potassium carbonate In N,N-dimethyl-formamide Inert atmosphere; Heating;	97%

: 399-95-1
4-amino-3-fluorophenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 757251-39-1
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide

Conditions

Conditions	Yield
With potassium carbonate In 1,2-dichloro-ethane for 4h; Reflux;	96.3%
Stage #1: 4-amino-3-fluorophenol With potassium tert-butylate In tetrahydrofuran at 20 - 30℃; for 2h; Stage #2: 4-chloro-N-methylpicolinamide In tetrahydrofuran Reagent/catalyst; Solvent; Temperature; Reflux;	94%
Stage #1: 4-amino-3-fluorophenol With potassium tert-butylate In dimethyl amine at 20℃; for 2h; Inert atmosphere; Stage #2: 4-chloro-N-methylpicolinamide With potassium carbonate In dimethyl amine at 85℃; Time; Inert atmosphere;	92%

: 106-41-2
4-bromo-phenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 1154243-75-0
[4-(4-bromophenoxy)(2-pyridyl)]-N-methylcarboxamide

Conditions

Conditions	Yield
Stage #1: 4-bromo-phenol With potassium tert-butylate In N,N-dimethyl-formamide for 2h; Stage #2: 4-chloro-N-methylpicolinamide With potassium hydroxide In N,N-dimethyl-formamide at 80℃; for 8h; Reagent/catalyst;	96.2%
Stage #1: 4-bromo-phenol With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; Stage #2: 4-chloro-N-methylpicolinamide With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 11h; Inert atmosphere;	90%

: 100-02-7
4-nitro-phenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 284462-37-9
4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions

Conditions	Yield
Stage #1: 4-nitro-phenol; 4-chloro-N-methylpicolinamide With potassium carbonate for 4h; Reflux; Stage #2: With iron(III) chloride; hydrazine hydrate; FeCl3/C In ethanol for 3h; Concentration; Reflux;	94.6%
Stage #1: 4-nitro-phenol With potassium hydroxide for 0.166667h; Heating; Green chemistry; Stage #2: 4-chloro-N-methylpicolinamide for 1.5h; Green chemistry; Stage #3: With iron(III) chloride; pyrographite; hydrazine hydrate In ethanol; 1,2-dichloro-ethane for 3h; Reflux; Green chemistry;	94.5%

: 394-41-2
3-fluoro-4-nitrophenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 757251-39-1
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide

Conditions

Conditions	Yield
Stage #1: 3-fluoro-4-nitrophenol; 4-chloro-N-methylpicolinamide With potassium carbonate In acetonitrile for 4h; Green chemistry; Stage #2: With iron(III) chloride; hydrazine hydrate; pyrographite In methanol for 3h; Reflux; Green chemistry;	92.5%
With potassium hydroxide for 1.5h;	92.4%

: 613-17-2
7-hydroxynaphthalene-2-carboxylic acid

: 220000-87-3
4-chloro-N-methylpicolinamide

: 7-{[2-(methylcarbamoyl)pyridin-4-yl]oxy}-2-naphthoic acid

Conditions

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 120℃; for 15h;	91%

: 123-30-8
4-amino-phenol

: 327-78-6
4-chloro-3-(trifluoromethyl)phenyl isocyanate

: 220000-87-3
4-chloro-N-methylpicolinamide

: 284461-73-0
sorafenib

Conditions

Conditions	Yield
Stage #1: 4-amino-phenol; 4-chloro-3-(trifluoromethyl)phenyl isocyanate; 4-chloro-N-methylpicolinamide In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: With potassium tert-butylate In N,N-dimethyl-formamide at 60 - 80℃; Solvent; Reagent/catalyst; Temperature;	90.6%

...Expand

: 1129683-83-5
4-[ ({[4-chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 284461-73-0
sorafenib

Conditions

Conditions	Yield
With potassium carbonate In toluene Heating;	90%
With tetrabutylammomium bromide; potassium iodide; potassium hydroxide In tetrahydrofuran at 80℃; for 10h; Solvent; Reagent/catalyst;	89.4%
Stage #1: 4-[ ({[4-chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenol With potassium tert-butylate In N,N-dimethyl-formamide for 2h; Stage #2: 4-chloro-N-methylpicolinamide With potassium carbonate at 80℃; for 6h;	50%

: 372-20-3
3-fluorophenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 4-(3-fluorophenoxy)-N-methylpyridine-2-carboxamide

Conditions

Conditions	Yield
Stage #1: 3-fluorophenol With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl-formamide at 100℃; for 5h; Solvent; Reagent/catalyst; Temperature; Time;	89.3%
Stage #1: 3-fluorophenol With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 30h; Cooling with ice; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl-formamide at 100℃; for 5h;	89.56%
Stage #1: 3-fluorophenol With potassium hydroxide In N,N-dimethyl-formamide at 0 - 50℃; for 0.5h; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl-formamide at 100℃;	81.3%
Stage #1: 3-fluorophenol With potassium tert-butylate; potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl-formamide at 110℃; for 16h; Inert atmosphere; Schlenk technique;	61%

: 89-57-6
5-Aminosalicylic Acid

: 220000-87-3
4-chloro-N-methylpicolinamide

: 5-amino-2-{[2-(methylaminocarbonyl)pyridine-4-yl]oxy}benzoic acid

Conditions

Conditions	Yield
Stage #1: 5-Aminosalicylic Acid With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl-formamide at 90℃; for 6h;	89.2%

: 31846-36-3
7-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

: 220000-87-3
4-chloro-N-methylpicolinamide

: 1274816-79-3
7-((2-[(methylamino)carbonyl]pyridin-4-yl)oxy)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 7-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid; 4-chloro-N-methylpicolinamide With caesium carbonate In N,N-dimethyl-formamide at 100℃; Stage #2: With hydrogenchloride In water pH=3;	89%

: 1187086-96-9
N-[4-chloro-3-(trifluoromethyl)phenyl]-1H-imidazole-1-carboxamide

: 123-30-8
4-amino-phenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 284461-73-0
sorafenib

Conditions

Conditions	Yield
Stage #1: N-[4-chloro-3-(trifluoromethyl)phenyl]-1H-imidazole-1-carboxamide; 4-amino-phenol; 4-chloro-N-methylpicolinamide In N,N-dimethyl-formamide at 20℃; for 3h; Stage #2: With potassium tert-butylate In N,N-dimethyl-formamide at 60 - 80℃;	88.5%

...Expand

: 100-02-7
4-nitro-phenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 864272-34-4
4-(4-nitro)benzyloxy-2-carbonylmethylaminopyridine

Conditions

Conditions	Yield
Stage #1: 4-nitro-phenol With sodium hydroxide In water; isopropyl alcohol at 25℃; for 1h; Stage #2: 4-chloro-N-methylpicolinamide With tetrabutylammomium bromide; potassium carbonate In water; isopropyl alcohol at 70 - 80℃; Reagent/catalyst;	88.2%
In ethyl acetate	21.3 g

: 55717-46-9
6-aminopyridin-3-ol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 4-((6-aminopyridin-3-yl)oxy)-N-methylpicolinamide

Conditions

Conditions	Yield
Stage #1: 6-aminopyridin-3-ol With potassium tert-butylate In N,N-dimethyl acetamide at 20℃; for 0.5h; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl acetamide at 108℃; for 18h;	88%
Stage #1: 6-aminopyridin-3-ol With potassium tert-butylate In N,N-dimethyl acetamide at 20℃; for 3h; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl acetamide at 20℃; for 48h;	61%
Stage #1: 6-aminopyridin-3-ol With potassium tert-butylate In N,N-dimethyl acetamide at 20℃; for 3h; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl acetamide at 20℃; for 48h;	61%
Stage #1: 6-aminopyridin-3-ol With potassium tert-butylate In N,N-dimethyl acetamide at 20℃; for 3h; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl acetamide at 20℃; for 48h;	61%
With potassium tert-butylate In N,N-dimethyl acetamide at 20℃; for 51h;	61%

: 348-91-4
N-[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl chloride

: 123-30-8
4-amino-phenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 284461-73-0
sorafenib

Conditions

Conditions	Yield
Stage #1: N-[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl chloride; 4-amino-phenol; 4-chloro-N-methylpicolinamide In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: With potassium tert-butylate In N,N-dimethyl-formamide at 60 - 80℃;	85.5%

...Expand

: 123-30-8
4-amino-phenol

: 871555-75-8
(4-chloro-3-trifluoromethylphenyl)carbamic acid phenyl ester

: 220000-87-3
4-chloro-N-methylpicolinamide

: 284461-73-0
sorafenib

Conditions

Conditions	Yield
Stage #1: 4-amino-phenol; (4-chloro-3-trifluoromethylphenyl)carbamic acid phenyl ester; 4-chloro-N-methylpicolinamide In N,N-dimethyl-formamide at 20℃; for 3h; Stage #2: With potassium tert-butylate In N,N-dimethyl-formamide at 60 - 80℃;	85.4%

...Expand

: 2835-96-3
4-amino-2-methylphenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 757251-41-5
4-(4-amino-2-methylphenoxy)-N-methylpicolinamide

Conditions

Conditions	Yield
Stage #1: 4-amino-2-methylphenol With potassium tert-butylate In ISOPROPYLAMIDE at 20℃; for 0.5h; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl acetamide at 100℃;	84%
Stage #1: 4-amino-2-methylphenol With potassium tert-butylate In N,N-dimethyl acetamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl acetamide at 100℃;	84%

: 42753-75-3
methyl 5-amino-2-hydroxybenzoate

: 220000-87-3
4-chloro-N-methylpicolinamide

: methyl 5-amino-2-{[2-(methylaminocarbonyl)pyridine-4-yl]oxy}benzoate

Conditions

Conditions	Yield
Stage #1: methyl 5-amino-2-hydroxybenzoate With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 4-chloro-N-methylpicolinamide In N,N-dimethyl-formamide at 80℃; for 5h;	83.7%

: 5049-61-6
2-Aminopyrazine

: 220000-87-3
4-chloro-N-methylpicolinamide

: N-methyl-4-(pyrazin-2-ylamino)pyridine-2-carboxamide

Conditions

Conditions	Yield
With C33H43ClNiO6P2; sodium phenoxide In tetrahydrofuran at 80℃; for 16h; Sealed tube; Inert atmosphere;	83%

N-Methyl-4-chloropyridine-2-carboxamide Chemical Properties

Product Name: N-Methyl-4-chloropyridine-2-carboxamide
Molecular Structure of N-Methyl-4-chloropyridine-2-carboxamide (CAS NO.220000-87-3):

Molecular Formula: C₇H₇ClN₂O
Molecular Weight: 170.5963
Synonyms of N-Methyl-4-chloropyridine-2-carboxamide (CAS NO.220000-87-3): 4-Chloropyridine-2-carboxylic acid methylamide ; N-Methyl-4-chloro-2-pyridinecarboxamide
CAS NO: 220000-87-3
Classification Code: blocks ; Carboxes ; Pyridines ; Pyridine ; Amines ; Aromatics ; Heterocycles
Melting Point: 41-43°C
Index of Refraction: 1.547
Molar Refractivity: 42.86 cm³
Molar Volume: 134.9 cm³
Surface Tension: 45.4 dyne/cm
Density: 1.264 g/cm³
Flash Point: 146 °C
Enthalpy of Vaporization: 55.93 kJ/mol
Boiling Point: 317.8 °C at 760 mmHg
Vapour Pressure of N-Methyl-4-chloropyridine-2-carboxamide (CAS NO.220000-87-3): 0.000375 mmHg at 25°C

Product Name

N-Methyl-4-chloropyridine-2-carboxamide

Synthetic route

N-Methyl-4-chloropyridine-2-carboxamide Chemical Properties

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