Product Name

  • Name

    3-Amino-2-chloro-4-methylpyridine

  • EINECS -0
  • CAS No. 133627-45-9
  • Article Data31
  • CAS DataBase
  • Density 1.26 g/cm3
  • Solubility
  • Melting Point 61-64 °C
  • Formula C6H7ClN2
  • Boiling Point 283.3 °C at 760 mmHg
  • Molecular Weight 142.588
  • Flash Point 125.2 °C
  • Transport Information
  • Appearance off white crystals
  • Safety 26-36/37/39-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 133627-45-9 (3-Amino-2-chloro-4-methylpyridine)
  • Hazard Symbols IrritantXi
  • Synonyms 2-Chloro-4-methyl-3-pyridinamine;2-Chloro-4-methylpyridin-3-amine;3-amino-2-chloro-4-methylpyridine;Capic;3-Amino-2-chloro-4-methyl pyridine;2-Chloro-3-amino-4-methylpyridine;
  • PSA 38.91000
  • LogP 2.20680

Synthetic route

2-chloro-3-nitro-4-methylpyridine
23056-39-5

2-chloro-3-nitro-4-methylpyridine

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride In diethyl ether for 0.333333h; Ambient temperature;98%
Stage #1: 2-chloro-3-nitro-4-methylpyridine With iron; acetic acid at 70 - 80℃;
Stage #2: With sodium carbonate In water pH=8.0 - 8.5; Product distribution / selectivity;
90.79%
Stage #1: 2-chloro-3-nitro-4-methylpyridine With hydrogenchloride In methanol; water at 65℃;
Stage #2: With iron In methanol; water at 65℃; Product distribution / selectivity;
90.1%
2-chloro-4-methyl-3-pyridinecarboxamide
152362-01-1

2-chloro-4-methyl-3-pyridinecarboxamide

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
With sodium hypobromide; bromine; sodium hydroxide In water at 65 - 75℃; for 4h; Hofmann Rearrangement;98%
With bromine; sodium hydroxide In water at 0 - 20℃; for 2h;97%
With bromine; sodium hydroxide In water; toluene at 0 - 60℃;96.9%
4-methylpiperidin-3-one

4-methylpiperidin-3-one

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Stage #1: 4-methylpiperidin-3-one With hydrogenchloride; dihydrogen peroxide In chloroform; water at 30 - 40℃; for 5h; Green chemistry;
Stage #2: With ammonium hydroxide at 40 - 45℃; for 3h; Solvent; Reagent/catalyst; Green chemistry;
93.3%
3-amino-4-methylpyridine
3430-27-1

3-amino-4-methylpyridine

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide at 20℃; for 0.5h;89%
With hydrogenchloride; chlorine In water at 20℃; for 0.416667h;84%
Stage #1: 3-amino-4-methylpyridine With hydrogenchloride In water at 40℃; Cooling with ice;
Stage #2: With dihydrogen peroxide for 2h;
83.2%
3-nitro-4-methylpyridine
5832-44-0

3-nitro-4-methylpyridine

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 97 percent / H2 / 5 percent Pd/C / methanol / 5 h / 20 °C / 3750.3 Torr
2: 89 percent / conc. aq. HCl; 35 percent aq. H2O2 / 0.5 h / 20 °C
View Scheme
2-chloro-4-methylnicotinoylchloride
50839-95-7

2-chloro-4-methylnicotinoylchloride

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH3(g) / toluene / below 30 deg C
2: 93 percent / NaOH, Br2 / H2O / 1.) 5 deg C; 2.) 75 deg C, 90 min
View Scheme
ethyl 2-chloro-4-methyl-3-pyridinecarboxylate
50840-02-3

ethyl 2-chloro-4-methyl-3-pyridinecarboxylate

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 90 percent / NaOH / methanol; H2O / 75 °C
2: SOCl2 / toluene / 1.) 70 deg C, 1 h; 2.) reflux, 4 h
3: NH3(g) / toluene / below 30 deg C
4: 93 percent / NaOH, Br2 / H2O / 1.) 5 deg C; 2.) 75 deg C, 90 min
View Scheme
2-chloro-4-methyl-3-pyridinecarboxylic acid
142266-63-5

2-chloro-4-methyl-3-pyridinecarboxylic acid

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SOCl2 / toluene / 1.) 70 deg C, 1 h; 2.) reflux, 4 h
2: NH3(g) / toluene / below 30 deg C
3: 93 percent / NaOH, Br2 / H2O / 1.) 5 deg C; 2.) 75 deg C, 90 min
View Scheme
ethyl 2-chloro-2-cyano-3-methyl-5-oxopentanoate
152362-00-0

ethyl 2-chloro-2-cyano-3-methyl-5-oxopentanoate

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 17 percent / PCl3, HCl(g) / dimethylformamide / 1.) 85 deg C; 2.) 90 deg C
2: 90 percent / NaOH / methanol; H2O / 75 °C
3: SOCl2 / toluene / 1.) 70 deg C, 1 h; 2.) reflux, 4 h
4: NH3(g) / toluene / below 30 deg C
5: 93 percent / NaOH, Br2 / H2O / 1.) 5 deg C; 2.) 75 deg C, 90 min
View Scheme
2-chloro-3-nitro-4-methylpyridine
23056-39-5

2-chloro-3-nitro-4-methylpyridine

tin(IV) chloride dihydrate

tin(IV) chloride dihydrate

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
With sodium hydroxide; acetic acid In hydrogenchloride; water
C9H14N2O3

C9H14N2O3

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sulfuric acid / ethanol / 3.67 h / 20 - 50 °C
2.1: trichlorophosphate / 2 h / 35 °C / Reflux
3.1: sulfuric acid / 4 h / 50 - 105 °C
3.2: 1.5 h / 60 - 65 °C
3.3: pH 7 / Cooling with ice
4.1: sodium hypochlorite; sodium hydroxide / methanol; water / 4 h / 10 - 60 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sulfuric acid / ethanol / 1.17 h / 25 - 50 °C
2.1: trichlorophosphate / 2.25 h / 35 °C / Reflux
2.2: 50 - 110 °C
3.1: sodium hydroxide; sodium hypochlorite / ethanol; water / 4.17 h / 10 - 60 °C
View Scheme
2-hydroxy-4-methylpyridine-3-carbonitrile
93271-59-1

2-hydroxy-4-methylpyridine-3-carbonitrile

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: trichlorophosphate / 2 h / 35 °C / Reflux
2.1: sulfuric acid / 4 h / 50 - 105 °C
2.2: 1.5 h / 60 - 65 °C
2.3: pH 7 / Cooling with ice
3.1: sodium hypochlorite; sodium hydroxide / methanol; water / 4 h / 10 - 60 °C
View Scheme
2-chloro-4-methyl-3-pyridinecarbonitrile
65169-38-2

2-chloro-4-methyl-3-pyridinecarbonitrile

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sulfuric acid / 4 h / 50 - 105 °C
1.2: 1.5 h / 60 - 65 °C
1.3: pH 7 / Cooling with ice
2.1: sodium hypochlorite; sodium hydroxide / methanol; water / 4 h / 10 - 60 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sulfuric acid / 1.25 h / 40 - 105 °C
1.2: 70 - 75 °C
2.1: sodium hydroxide; bromine / toluene; water / 0 - 60 °C
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid / water / 8.25 h / 40 - 105 °C
2: sodium hydroxide; bromine / water / 2 h / 0 - 20 °C
View Scheme
2-amino-4-methyl-3-nitropyridine
6635-86-5

2-amino-4-methyl-3-nitropyridine

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium nitrite; sulfuric acid / water
2: trichlorophosphate / 110 °C
3: tin(II) chloride dihdyrate; hydrogenchloride / 55 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium nitrite; sulfuric acid / 4 h / 20 °C
2: trichlorophosphate / 4 h / 110 °C
3: tin(II) chloride dihdyrate; hydrogenchloride / 1 h / 50 °C
View Scheme
2-hydroxy-4-methyl-3-nitropyridine
21901-18-8

2-hydroxy-4-methyl-3-nitropyridine

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trichlorophosphate / 110 °C
2: tin(II) chloride dihdyrate; hydrogenchloride / 55 °C
View Scheme
Multi-step reaction with 2 steps
1: trichlorophosphate / 4 h / 110 °C
2: tin(II) chloride dihdyrate; hydrogenchloride / 1 h / 50 °C
View Scheme
2-(4-(dimethylamino)but-3-en-2-ylidene)malononitrile
71493-72-6

2-(4-(dimethylamino)but-3-en-2-ylidene)malononitrile

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride / 2 h / 50 - 55 °C
2.1: sulfuric acid / 1.25 h / 40 - 105 °C
2.2: 70 - 75 °C
3.1: sodium hydroxide; bromine / toluene; water / 0 - 60 °C
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride / toluene / 20 - 55 °C
2: sulfuric acid / water / 8.25 h / 40 - 105 °C
3: sodium hydroxide; bromine / water / 2 h / 0 - 20 °C
View Scheme
isopropylidenemalonodinitrile
13166-10-4

isopropylidenemalonodinitrile

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine; acetic anhydride / toluene / 2 h / 5 - 20 °C / Inert atmosphere
2.1: hydrogenchloride / 2 h / 50 - 55 °C
3.1: sulfuric acid / 1.25 h / 40 - 105 °C
3.2: 70 - 75 °C
4.1: sodium hydroxide; bromine / toluene; water / 0 - 60 °C
View Scheme
Multi-step reaction with 4 steps
1.1: acetic anhydride / toluene / 5 - 10 °C / Inert atmosphere
1.2: 2 h / 5 - 20 °C / Inert atmosphere
2.1: hydrogenchloride / toluene / 20 - 55 °C
3.1: sulfuric acid / water / 8.25 h / 40 - 105 °C
4.1: sodium hydroxide; bromine / water / 2 h / 0 - 20 °C
View Scheme
picoline
108-89-4

picoline

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride; potassium bromide / 1 h / 20 °C / Inert atmosphere
1.2: 27 h / 120 °C / Inert atmosphere
2.1: copper(II) sulfate; ammonia / methanol / 8 h / 160 °C / 3800.26 Torr / Autoclave
3.1: hydrogenchloride / water / 40 °C / Cooling with ice
3.2: 2 h
View Scheme
3-methyltetrahydro-2-furanone
1679-47-6

3-methyltetrahydro-2-furanone

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 5 h / 40 - 45 °C / Green chemistry
1.2: 4 h / 20 - 25 °C / Green chemistry
1.3: 4 h / 30 - 35 °C / 1500.15 - 2250.23 Torr / Autoclave; Green chemistry
2.1: hydrogenchloride; dihydrogen peroxide / chloroform; water / 5 h / 30 - 40 °C / Green chemistry
2.2: 3 h / 40 - 45 °C / Green chemistry
View Scheme
methyl 2-(cyclopropylamino)nicotinate

methyl 2-(cyclopropylamino)nicotinate

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Nevirapine
129618-40-2

Nevirapine

Conditions
ConditionsYield
With sodium hydride In diethylene glycol dimethyl ether at 65 - 165℃; Flow reactor; Green chemistry;96%
Multi-step reaction with 2 steps
1.1: sodium hydride / 3.5 h / 30 - 60 °C / Inert atmosphere
1.2: 2 h / 55 - 65 °C / Inert atmosphere
2.1: sodium hydride; diethylene glycol dimethyl ether / 2.5 h / 100 - 125 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydride / diethylene glycol dimethyl ether / 0.5 h / 20 °C
1.2: 2 h / 60 °C
2.1: sodium hydride / diethylene glycol dimethyl ether / 4 h / 105 - 117 °C / Green chemistry
View Scheme
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

2-chloro-3-amino-4-methyl-6-bromopyridine
1038920-08-9

2-chloro-3-amino-4-methyl-6-bromopyridine

Conditions
ConditionsYield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In dichloromethane at 0 - 20℃; for 1.66667h; Product distribution / selectivity;94%
methyl 2-(cyclopropylamino)nicotinate

methyl 2-(cyclopropylamino)nicotinate

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

N-(2-chloro-4-methyl-3-pyridinyl)-2-(cyclopropylamino)-3-pyridinecarboxamide
133627-47-1

N-(2-chloro-4-methyl-3-pyridinyl)-2-(cyclopropylamino)-3-pyridinecarboxamide

Conditions
ConditionsYield
Stage #1: 3-Amino-2-chloro-4-methylpyridine With sodium hydride In diethylene glycol dimethyl ether at 20℃; for 0.5h;
Stage #2: methyl 2-(cyclopropylamino)nicotinate In diethylene glycol dimethyl ether at 60℃; for 2h; Reagent/catalyst;
94%
2-Chloronicotinoyl chloride
49609-84-9

2-Chloronicotinoyl chloride

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

2-chloro-N-(2-chloro-4-methyl-3-pyridinyl)-3-pyridinecarboxamide
133627-46-0

2-chloro-N-(2-chloro-4-methyl-3-pyridinyl)-3-pyridinecarboxamide

Conditions
ConditionsYield
In dichloromethane 1.) -78 deg C, 1 h, 2.) RT, 23 h;87%
With pyridine In 1,4-dioxane; cyclohexane for 48h; Ambient temperature;65.5%
With potassium carbonate In ethyl acetate at 75 - 80℃; for 14h; Product distribution / selectivity;
ethyl 2-cyano-3,3-di(methylsulfanyl)acrylate
17823-58-4

ethyl 2-cyano-3,3-di(methylsulfanyl)acrylate

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

(E)-ethyl 3-(2-chloro-4-methylpyridin-3-yl-amino)-2-cyano-3-methylthioacrylate
868637-95-0

(E)-ethyl 3-(2-chloro-4-methylpyridin-3-yl-amino)-2-cyano-3-methylthioacrylate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 50℃; for 0.5h; microwave irradiation;85.2%
With sodium hydride In N,N-dimethyl-formamide; toluene at 40 - 45℃; for 1h;73.5%
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

Cyclopropylamine
765-30-0

Cyclopropylamine

N-(2-chloro-4-methyl-3-pyridinyl)-2-(cyclopropylamino)-3-pyridinecarboxamide
133627-47-1

N-(2-chloro-4-methyl-3-pyridinyl)-2-(cyclopropylamino)-3-pyridinecarboxamide

Conditions
ConditionsYield
In toluene at 125 - 130℃; under 775.743 Torr; for 21h;79.64%
methanol
67-56-1

methanol

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

2-methoxy-3-amino-4-methylpyridine
76005-99-7

2-methoxy-3-amino-4-methylpyridine

Conditions
ConditionsYield
With copper(l) iodide; sodium at 110℃; for 14h; Autoclave;78.7%
With copper(l) iodide; sodium at 110℃; for 14h; Autoclave;78.7%
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

4,5-dichloro-1,2,3-dithiazolium chloride
75318-43-3

4,5-dichloro-1,2,3-dithiazolium chloride

(Z)-2-chloro-N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-4-methylpyridin-3-amine
1417816-45-5

(Z)-2-chloro-N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-4-methylpyridin-3-amine

Conditions
ConditionsYield
Stage #1: 3-Amino-2-chloro-4-methylpyridine; 4,5-dichloro-1,2,3-dithiazolium chloride In dichloromethane at 20℃; for 1h;
Stage #2: With 2,6-dimethylpyridine In dichloromethane at 20℃; for 2h;
60%
Stage #1: 3-Amino-2-chloro-4-methylpyridine; 4,5-dichloro-1,2,3-dithiazolium chloride In dichloromethane for 1h;
Stage #2: With pyridine for 2h;
42%
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

2-chloro-3-iodo-4-methyl-pyridine
926922-28-3

2-chloro-3-iodo-4-methyl-pyridine

Conditions
ConditionsYield
Stage #1: 3-Amino-2-chloro-4-methylpyridine With hydrogenchloride; sodium nitrite In water at 0℃;
Stage #2: With potassium iodide In water at 0 - 20℃;
58%
Stage #1: 3-Amino-2-chloro-4-methylpyridine With hydrogenchloride; sodium nitrite In water at 0℃;
Stage #2: With potassium iodide In water at 0 - 20℃;
47%
Stage #1: 3-Amino-2-chloro-4-methylpyridine With hydrogenchloride; sodium nitrite In water at 0℃; for 1h;
Stage #2: With potassium iodide In water at 0 - 20℃; for 12h;
2-Picolinic acid
98-98-6

2-Picolinic acid

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

N-(2-chloro-4-methylpyridin-3-yl)picolinamide

N-(2-chloro-4-methylpyridin-3-yl)picolinamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 70℃; for 15h;55%
2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamido)acetic acid
1423020-38-5

2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamido)acetic acid

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

3-bromo-N-(2-((2-chloro-4-methylpyridin-3-yl)amino)-2-oxoethyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide
1423020-32-9

3-bromo-N-(2-((2-chloro-4-methylpyridin-3-yl)amino)-2-oxoethyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide

Conditions
ConditionsYield
With triethylamine; trichlorophosphate In acetonitrile for 2h; Reflux;52.6%
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

bis(3-amino-4-methyl-2-pyridyl) diselenide

bis(3-amino-4-methyl-2-pyridyl) diselenide

Conditions
ConditionsYield
With selenium; sodium tetrahydroborate; toluene-4-sulfonic acid at 50℃; for 20h; Inert atmosphere;51%
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

7-chloro-1H-pyrazolo<3,4-c>pyridine
76006-11-6

7-chloro-1H-pyrazolo<3,4-c>pyridine

Conditions
ConditionsYield
With potassium acetate; sodium nitrite In water; ethyl acetate46%
Multi-step reaction with 2 steps
1: 2.1 g / toluene / 2 h / 100 °C
2: 1.) phosphorus pentaoxide, potassium acetate, nitrosyl chloride, 2.) sodium carbonate / 1.) acetic acid, 2.) benzene, reflux
View Scheme
Multi-step reaction with 4 steps
1: 2.1 g / toluene / 2 h / 100 °C
2: 1.) phosphorus pentaoxide, potassium acetate, nitrosyl chloride, 2.) sodium carbonate / 1.) acetic acid, 2.) benzene, reflux
3: 67 percent / phosphorus pentasulphide / pyridine / 4.5 h / Heating
4: 71 percent / chlorine, conc. hydrochloric acid / 0.33 h
View Scheme
6-chloropicolinic acid
4684-94-0

6-chloropicolinic acid

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

6-chloro-N-(2-chloro-4-methylpyridin-3-yl)picolinamide

6-chloro-N-(2-chloro-4-methylpyridin-3-yl)picolinamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 70℃; for 15h;46%
isopropyl (S)-5-fluoro-6-(3-(fluoromethyl)-4-(3-hydroxypropyl)-5-oxo-4,5-dihydro-1H-1.2,4-triazol-1-yl)-2-((1,1,1-trifluoropropan-2-yl)oxy)nicotinate

isopropyl (S)-5-fluoro-6-(3-(fluoromethyl)-4-(3-hydroxypropyl)-5-oxo-4,5-dihydro-1H-1.2,4-triazol-1-yl)-2-((1,1,1-trifluoropropan-2-yl)oxy)nicotinate

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

N-(2-chloro-4-methyl-3-pyridyl)-5-fluoro-6-[3-(fluoromethyl)-4-(3-hydroxypropyl)-5-oxo-1,2,4-triazol-1-yl]-2-[(1S)-2,2,2-trifluoro-1-methylethoxy]pyridine-3-carboxamide

N-(2-chloro-4-methyl-3-pyridyl)-5-fluoro-6-[3-(fluoromethyl)-4-(3-hydroxypropyl)-5-oxo-1,2,4-triazol-1-yl]-2-[(1S)-2,2,2-trifluoro-1-methylethoxy]pyridine-3-carboxamide

Conditions
ConditionsYield
With trimethylaluminum In dichloromethane at 50℃; for 12h;40%
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

(1-methyl-1H-pyrazol-5-yl)boronic acid
720702-41-0

(1-methyl-1H-pyrazol-5-yl)boronic acid

4-methyl-2-(1-methyl-1H-pyrazol-5-yl)pyridin-3-amine

4-methyl-2-(1-methyl-1H-pyrazol-5-yl)pyridin-3-amine

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate In 1,4-dioxane; water at 100℃; for 3h;30%
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

aniline
62-53-3

aniline

4-methyl-N2-phenylpyridine-2,3-diamine
1216164-90-7

4-methyl-N2-phenylpyridine-2,3-diamine

Conditions
ConditionsYield
at 180℃; for 1.25h; Microwave irradiation;28%
2-(2,5-dichloro-phenoxy)-nicotinic acid
108464-34-2

2-(2,5-dichloro-phenoxy)-nicotinic acid

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

methyl iodide
74-88-4

methyl iodide

N-(2-chloro-4-methylpyridin-3-yl)-2-(2,5-dichlorophenoxy)-N-methylnicotinamide
1224638-77-0

N-(2-chloro-4-methylpyridin-3-yl)-2-(2,5-dichlorophenoxy)-N-methylnicotinamide

Conditions
ConditionsYield
Stage #1: 2-(2,5-dichloro-phenoxy)-nicotinic acid; 3-Amino-2-chloro-4-methylpyridine With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 18h;
Stage #2: methyl iodide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 40℃; for 2h;
3%
acetic anhydride
108-24-7

acetic anhydride

3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

3-acetamido-2-chloro-4-methylpyridine
76006-00-3

3-acetamido-2-chloro-4-methylpyridine

Conditions
ConditionsYield
In toluene at 100℃; for 2h;2.1 g
In dichloromethane at 20℃;
In dichloromethane at 20℃; for 24h;
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

(Z)-ethyl 3-(2-chloro-4-methylpyridin-3-ylamino)-2-cyano-3-isopropylaminoacrylate

(Z)-ethyl 3-(2-chloro-4-methylpyridin-3-ylamino)-2-cyano-3-isopropylaminoacrylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 73.5 percent / sodium hydride / dimethylformamide; toluene / 1 h / 40 - 45 °C
2: 63.8 percent / ethanol / 4 h / 78 - 80 °C
View Scheme
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

(Z)-ethyl 3-(2-chloro-4-methylpyridin-3-ylamino)-3-propylamino-2-cyanoacrylate

(Z)-ethyl 3-(2-chloro-4-methylpyridin-3-ylamino)-3-propylamino-2-cyanoacrylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 73.5 percent / sodium hydride / dimethylformamide; toluene / 1 h / 40 - 45 °C
2: 54.7 percent / ethanol / 4 h / 78 - 80 °C
View Scheme
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

(Z)-ethyl 3-butylamino-3-(2-chloro-4-methylpyridin-3-ylamino)-2-cyanoacrylate

(Z)-ethyl 3-butylamino-3-(2-chloro-4-methylpyridin-3-ylamino)-2-cyanoacrylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 73.5 percent / sodium hydride / dimethylformamide; toluene / 1 h / 40 - 45 °C
2: 74.5 percent / ethanol / 4 h / 78 - 80 °C
View Scheme
3-Amino-2-chloro-4-methylpyridine
133627-45-9

3-Amino-2-chloro-4-methylpyridine

(Z)-ethyl 3-benzylamino-3-(2-chloro-4-methylpyridin-3-ylamino)-2-cyanoacrylate

(Z)-ethyl 3-benzylamino-3-(2-chloro-4-methylpyridin-3-ylamino)-2-cyanoacrylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 73.5 percent / sodium hydride / dimethylformamide; toluene / 1 h / 40 - 45 °C
2: 55.7 percent / ethanol / 4 h / 78 - 80 °C
View Scheme

2-Chloro-3-amino-4-methyl pyridine Chemical Properties

Molecular structure of 3-Amino-2-chloro-4-methyl pyridine (CAS NO.133627-45-9) is:

IUPAC: 2-Chloro-4-methylpyridin-3-amine
CAS Registry Number: 133627-45-9
Molecular Formula: C6H7ClN2
Molecular Weight: 142.59
Melting Point: 61-64°C
Surface Tension: 49.9 dyne/cm
Density: 1.26 g/cm3
Flash Point: 125.2 °C
Enthalpy of Vaporization: 52.23 kJ/mol
Boiling Point: 283.3 °C at 760 mmHg
Vapour Pressure: 0.00318 mmHg at 25°C
Product Categories: Pyridine;Amines and Anilines;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;pharmacetical;Amines;Pyridines;Heterocyclic Compounds;(intermediate of nevirapine);Aromatics Compounds;Chloropyridines;Halopyridines;Aromatics;Bases & Related Reagents;Nucleotides

2-Chloro-3-amino-4-methyl pyridine Uses

 3-Amino-2-chloro-4-methyl pyridine (CAS NO.133627-45-9) is the important intermediates .

2-Chloro-3-amino-4-methyl pyridine Safety Profile

Safty information about 3-Amino-2-chloro-4-methyl pyridine (CAS NO.133627-45-9) is:
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S36:Wear suitable protective clothing.
RIDADR: UN2811
Hazard Note: Irritant
HazardClass: 6.1
PackingGroup: III

2-Chloro-3-amino-4-methyl pyridine Specification

 3-Amino-2-chloro-4-methyl pyridine , its cas register number is 133627-45-9. It also can be called 2-Chloro-3-amino-4-picoline .It is a off white crystals.

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