Product Name

  • Name

    5-Methylpyridin-3-amine

  • EINECS 624-420-4
  • CAS No. 3430-19-1
  • Article Data11
  • CAS DataBase
  • Density 1.068 g/cm3
  • Solubility
  • Melting Point 59-63 °C
  • Formula C6H8N2
  • Boiling Point 261.1 °C at 760 mmHg
  • Molecular Weight 108.143
  • Flash Point 135.6 °C
  • Transport Information
  • Appearance COLORLESS TO YELLOW SOLID
  • Safety 26-36/37/39
  • Risk Codes 22-37/38-41-20/21/22
  • Molecular Structure Molecular Structure of 3430-19-1 (5-Methylpyridin-3-amine)
  • Hazard Symbols ToxicT, IrritantXi, HarmfulXn
  • Synonyms 3-Picoline,5-amino- (7CI,8CI);(5-Methylpyridin-3-yl)amine;3-Amino-5-methylpyridine;5-Methyl-3-pyridinamine;
  • PSA 38.91000
  • LogP 1.55340

Synthetic route

5-methylpyridinylcarboxamide
70-57-5

5-methylpyridinylcarboxamide

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
With potassium hydroxide; bromine 1.) RT, 1 h, 2.) 70 deg C, 15 min;67%
With sodium hydroxide; bromine In tetrahydrofuran at 5 - 70℃; Hoffmann rearrangement;
2-amino-3-methyl-5-nitropyridine
18344-51-9

2-amino-3-methyl-5-nitropyridine

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
With hydrazine In water at 110 - 120℃; for 5h;45%
Multi-step reaction with 3 steps
1: calcium chloride; aqueous sodium nitrite solution; aqueous hydrochloric acid / Erhitzen des Reaktionsprodukts mit Wasser
2: phosphoryl chloride
3: palladium/charcoal; sodium acetate; acetic acid / Hydrogenation
View Scheme
Multi-step reaction with 2 steps
1: calcium chloride; aqueous sodium nitrite solution; aqueous hydrochloric acid / Erhitzen des Reaktionsprodukts mit Wasser
2: palladium/charcoal; sodium acetate; acetic acid / Hydrogenation
View Scheme
5-Methyl-3-nitro-2-aminopyridine
7598-26-7

5-Methyl-3-nitro-2-aminopyridine

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
With hydrazine In water at 110 - 120℃; for 5h;41%
2-chloro-3-methyl-5-nitropyridine
22280-56-4

2-chloro-3-methyl-5-nitropyridine

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
With palladium on activated charcoal; sodium acetate; acetic acid Hydrogenation;
3,5-Lutidine
591-22-0

3,5-Lutidine

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 27 percent / potassium permanganate / H2O / 1.) from RT to 43 deg C, 5 h, 2.) 45 deg C, overnight
2: thionyl chloride / Heating
3: ammonia gas / 1,2-dichloro-ethane / 0.5 h / -30 °C
4: 67 percent / bromine, aq. potassium hydroxide / 1.) RT, 1 h, 2.) 70 deg C, 15 min
View Scheme
5-methylnicotinic acid
3222-49-9

5-methylnicotinic acid

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / Heating
2: ammonia gas / 1,2-dichloro-ethane / 0.5 h / -30 °C
3: 67 percent / bromine, aq. potassium hydroxide / 1.) RT, 1 h, 2.) 70 deg C, 15 min
View Scheme
5-methyl-nicotinic acid chloride
884494-95-5

5-methyl-nicotinic acid chloride

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonia gas / 1,2-dichloro-ethane / 0.5 h / -30 °C
2: 67 percent / bromine, aq. potassium hydroxide / 1.) RT, 1 h, 2.) 70 deg C, 15 min
View Scheme
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: H2SO4; HNO3
2: calcium chloride; aqueous sodium nitrite solution; aqueous hydrochloric acid / Erhitzen des Reaktionsprodukts mit Wasser
3: phosphoryl chloride
4: palladium/charcoal; sodium acetate; acetic acid / Hydrogenation
View Scheme
Multi-step reaction with 3 steps
1: H2SO4; HNO3
2: calcium chloride; aqueous sodium nitrite solution; aqueous hydrochloric acid / Erhitzen des Reaktionsprodukts mit Wasser
3: palladium/charcoal; sodium acetate; acetic acid / Hydrogenation
View Scheme
2-hydroxy-3-methyl-5-nitropyridine
21901-34-8

2-hydroxy-3-methyl-5-nitropyridine

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphoryl chloride
2: palladium/charcoal; sodium acetate; acetic acid / Hydrogenation
View Scheme
2-bromo-3-methyl-5-nitropyridine
23132-21-0

2-bromo-3-methyl-5-nitropyridine

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol
5-bromo-3-picoline
3430-16-8

5-bromo-3-picoline

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); ammonia; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine; sodium t-butanolate In 1,4-dioxane for 24h; Reagent/catalyst;86 %Chromat.
3-chloro-5-nitropyridine
22353-33-9

3-chloro-5-nitropyridine

5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl N-(5-methylpyridin-3-yl)carbamate
631910-23-1

tert-butyl N-(5-methylpyridin-3-yl)carbamate

Conditions
ConditionsYield
Stage #1: 5-methylpyridin-3-amine With sodium hexamethyldisilazane In tetrahydrofuran at 20℃; for 0.25h;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃;
88%
With sodium hexamethyldisilazane In tetrahydrofuran at 20℃;88%
Stage #1: 5-methylpyridin-3-amine With sodium hexamethyldisilazane In tetrahydrofuran at 20℃; for 0.25h;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃;
88%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

2-(4-(2-bromobenzoyl)phenoxy)acetic acid

2-(4-(2-bromobenzoyl)phenoxy)acetic acid

2-[4-(2-bromobenzoyl)phenoxy]-N-(5-methylpyridin-3-yl)acetamide

2-[4-(2-bromobenzoyl)phenoxy]-N-(5-methylpyridin-3-yl)acetamide

Conditions
ConditionsYield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;86%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

N-Benzyloxycarbonyl-L-proline
1148-11-4

N-Benzyloxycarbonyl-L-proline

benzyl (S)-2-((5-methylpyridin-3-yl)carbamoyl)pyrrolidine-1-carboxylate

benzyl (S)-2-((5-methylpyridin-3-yl)carbamoyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: N-Benzyloxycarbonyl-L-proline With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 5-methylpyridin-3-amine In tetrahydrofuran at 0 - 70℃; for 25h; Inert atmosphere;
81%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

2,2,2-trifluoro-N-(5-methylpyridin-3-yl)acetamide

2,2,2-trifluoro-N-(5-methylpyridin-3-yl)acetamide

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;79%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

1,3-bis(5-methylpyridin-3-yl)urea
1387638-53-0

1,3-bis(5-methylpyridin-3-yl)urea

Conditions
ConditionsYield
In toluene at 20 - 80℃;75%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

ethyl acetoacetate
141-97-9

ethyl acetoacetate

N-(5-methylpyridin-3-yl)-3-oxobutanamide

N-(5-methylpyridin-3-yl)-3-oxobutanamide

Conditions
ConditionsYield
With sodium hydroxide In toluene at 100℃; for 10h;75%
In toluene at 100℃; for 10h;75%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

phenyl chloroformate
1885-14-9

phenyl chloroformate

(5-methyl-pyridin-3-yl)-carbamic acid phenyl ester
438190-95-5

(5-methyl-pyridin-3-yl)-carbamic acid phenyl ester

Conditions
ConditionsYield
With pyridine In tetrahydrofuran71%
With pyridine In tetrahydrofuran at 0℃;71%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

suberic acid monomethyl ester
3946-32-5

suberic acid monomethyl ester

methyl 8-((5-methylpyridin-3-yl)amino)-8-oxooctanoate

methyl 8-((5-methylpyridin-3-yl)amino)-8-oxooctanoate

Conditions
ConditionsYield
With N,N,N'N'-tetramethyl-1,3-propanediamine; boric acid In 1,3,5-trimethyl-benzene at 164℃; for 7h; Dean-Stark; Inert atmosphere; Green chemistry; regiospecific reaction;70%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

4-chloro-7-nitroisobenzofuran-1,3-dione

4-chloro-7-nitroisobenzofuran-1,3-dione

4-chloro-2-(5-methylpyridin-3-yl)-7-nitroisoindoline-1,3-dione

4-chloro-2-(5-methylpyridin-3-yl)-7-nitroisoindoline-1,3-dione

Conditions
ConditionsYield
With acetic acid at 120℃; for 12h;64.5%
In acetic acid for 18h; Reflux;
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

3-{1-[(6-chloropyrazin-2-yl)amino]ethyl}benzoic acid
1027256-79-6

3-{1-[(6-chloropyrazin-2-yl)amino]ethyl}benzoic acid

3-{1-[(6-chloropyrazin-2-yl)amino]ethyl}-N-(5-methylpyridin-3-yl)benzamide
1027253-93-5

3-{1-[(6-chloropyrazin-2-yl)amino]ethyl}-N-(5-methylpyridin-3-yl)benzamide

Conditions
ConditionsYield
With 4-pyrrolidin-1-ylpyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 17h;61%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

(R)-(2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-7,8-dihydro-[1,4]dioxino[2,3:3,4]benzo[1,2-d]thiazol-7-yl)methyl carbonochloridate

(R)-(2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-7,8-dihydro-[1,4]dioxino[2,3:3,4]benzo[1,2-d]thiazol-7-yl)methyl carbonochloridate

(R)-(2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-7,8-dihydro-[1,4]dioxino[2’,3‘:3,4]benzo[1 ,2-d]thiazol-7-yl)methyl (5-methylpyridin-3-yl)carbamate

(R)-(2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-7,8-dihydro-[1,4]dioxino[2’,3‘:3,4]benzo[1 ,2-d]thiazol-7-yl)methyl (5-methylpyridin-3-yl)carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; carbonic acid dimethyl ester In tetrahydrofuran; dichloromethane at 20℃;53.9%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

4-(((4-(tert-butyl)phenyl)sulfonamido)methyl)benzoic acid

4-(((4-(tert-butyl)phenyl)sulfonamido)methyl)benzoic acid

4-({[(4-tert-butylphenyl)sulfonyl]amino}methyl)-N-(5-methyl-3-pyridinyl)benzamide

4-({[(4-tert-butylphenyl)sulfonyl]amino}methyl)-N-(5-methyl-3-pyridinyl)benzamide

Conditions
ConditionsYield
Stage #1: 4-(((4-(tert-butyl)phenyl)sulfonamido)methyl)benzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In tetrahydrofuran at 20 - 66℃; for 3h;
Stage #2: 5-methylpyridin-3-amine With pyridine at 20℃; for 16h;
50%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

2,4-dibromo-butyryl bromide
52412-07-4

2,4-dibromo-butyryl bromide

3-bromo-1-(5-methylpyridin-3-yl)-2-oxopyrrolidine

3-bromo-1-(5-methylpyridin-3-yl)-2-oxopyrrolidine

Conditions
ConditionsYield
Stage #1: 5-methylpyridin-3-amine; 2,4-dibromo-butyryl bromide In dichloromethane at 0 - 20℃; for 3h;
Stage #2: With sodium hydroxide In dichloromethane; water at 20℃; for 3h;
49.2%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

(R)-(4-chloro-2-(2-methoxy-7-methylquinoxalin-5-yl)-7 8-dihydro-[1,4]dioxino[2',3':3,4]benzo[1,2-d]thiazol-7-yl)methyl carbonochloridate

(R)-(4-chloro-2-(2-methoxy-7-methylquinoxalin-5-yl)-7 8-dihydro-[1,4]dioxino[2',3':3,4]benzo[1,2-d]thiazol-7-yl)methyl carbonochloridate

(R)-(4-chloro-2-(2,7-dimethylquinoxalin-5-yl)-7,8-dihydro-[1,4]dioxino[2',3':3,4]benzo[1,2-d]thiazol-7-yl)methyl (5-methylpyridin-3-yl)carbamate

(R)-(4-chloro-2-(2,7-dimethylquinoxalin-5-yl)-7,8-dihydro-[1,4]dioxino[2',3':3,4]benzo[1,2-d]thiazol-7-yl)methyl (5-methylpyridin-3-yl)carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; dichloromethane; toluene at 20℃; for 0.5h;46.3%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

(4S)-7-(2-methylpyridin-4-yl)-2,3,4,5-tetrahydro-1,4-methanopyrido[2,3-b][1,4]diazepine

(4S)-7-(2-methylpyridin-4-yl)-2,3,4,5-tetrahydro-1,4-methanopyrido[2,3-b][1,4]diazepine

(9S)-N-(5-methylpyridin-3-yl)-5-(2-methylpyridin-4-yl)-1,6,8-triazatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-8-carboxamide

(9S)-N-(5-methylpyridin-3-yl)-5-(2-methylpyridin-4-yl)-1,6,8-triazatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-8-carboxamide

Conditions
ConditionsYield
Stage #1: 5-methylpyridin-3-amine; bis(trichloromethyl) carbonate; (4S)-7-(2-methylpyridin-4-yl)-2,3,4,5-tetrahydro-1,4-methanopyrido[2,3-b][1,4]diazepine In tetrahydrofuran at 30℃; for 1h;
Stage #2: 5-methylpyridin-3-amine With triethylamine at 30 - 65℃; for 16h;
45%
Stage #1: bis(trichloromethyl) carbonate; (4S)-7-(2-methylpyridin-4-yl)-2,3,4,5-tetrahydro-1,4-methanopyrido[2,3-b][1,4]diazepine In tetrahydrofuran at 30℃; for 1h;
Stage #2: 5-methylpyridin-3-amine With triethylamine In tetrahydrofuran at 65℃; for 16h;
45%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

1-(5-(4,6-dichloropyrimidin-2-yl)-2-methylpiperidin-1-yl)ethan-1-one

1-(5-(4,6-dichloropyrimidin-2-yl)-2-methylpiperidin-1-yl)ethan-1-one

(+/-)-cis-1-(5-(4-chloro-6-((5-methylpyridin-3-yl)amino)pyrimidin-2-yl)-2-methylpiperidin-1-yl)ethan-1-one

(+/-)-cis-1-(5-(4-chloro-6-((5-methylpyridin-3-yl)amino)pyrimidin-2-yl)-2-methylpiperidin-1-yl)ethan-1-one

Conditions
ConditionsYield
Stage #1: 5-methylpyridin-3-amine With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 1-(5-(4,6-dichloropyrimidin-2-yl)-2-methylpiperidin-1-yl)ethan-1-one In tetrahydrofuran at 20℃; for 16h;
45%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

(S)-N-[1-(3-aminophenyl)ethyl]-6-chloropyrazin-2-amine
1027255-35-1

(S)-N-[1-(3-aminophenyl)ethyl]-6-chloropyrazin-2-amine

N-(3-{(1S)-1-[(6-chloropyrazin-2-yl)amino]ethyl}phenyl)-N'-(5-methylpyridin-3-yl)urea
1027253-94-6

N-(3-{(1S)-1-[(6-chloropyrazin-2-yl)amino]ethyl}phenyl)-N'-(5-methylpyridin-3-yl)urea

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate; (S)-N-[1-(3-aminophenyl)ethyl]-6-chloropyrazin-2-amine With sodium hydrogencarbonate In dichloromethane; water for 3h;
Stage #2: 5-methylpyridin-3-amine In dichloromethane; water for 17h;
42%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

(R)-(5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-7,8-dihydrobenzofuro[5,4-d]thiazol-7-yl)methyl carbonochloridate

(R)-(5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-7,8-dihydrobenzofuro[5,4-d]thiazol-7-yl)methyl carbonochloridate

(R)-(5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-7,8-dihydrobenzofuro[5,4-d]thiazol-7-yl)methyl (5-methoxypyridin-3-yl)carbamate

(R)-(5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-7,8-dihydrobenzofuro[5,4-d]thiazol-7-yl)methyl (5-methoxypyridin-3-yl)carbamate

Conditions
ConditionsYield
With pyridine; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.5h;39.6%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

iodobenzene
591-50-4

iodobenzene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

3-methyl-5-phenylpyridine
10477-94-8

3-methyl-5-phenylpyridine

Conditions
ConditionsYield
Stage #1: 5-methylpyridin-3-amine; bis(pinacol)diborane With tert.-butylnitrite In acetonitrile at 80℃; for 2h;
Stage #2: iodobenzene With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere;
35%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

2-methoxycarbonylbenzenesulfonyl chloride
26638-43-7

2-methoxycarbonylbenzenesulfonyl chloride

methyl 2-{[(5-methylpyridin-3-yl)amino]sulfonyl}benzoate
931126-93-1

methyl 2-{[(5-methylpyridin-3-yl)amino]sulfonyl}benzoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;34%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

(S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

(S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

(S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-N-(5-methylpyridin-3-yl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide
1303585-09-2

(S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-N-(5-methylpyridin-3-yl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate; (S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine With triethylamine In tetrahydrofuran at 20℃; for 1.5h;
Stage #2: 5-methylpyridin-3-amine In tetrahydrofuran at 60℃; for 18h;
31%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

7-(3-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydro-1,8-naphthyridine
1303588-28-4

7-(3-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydro-1,8-naphthyridine

N-(5-methylpyridin-3-yl)-7-(3-(trifluoromethyl)phenyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide
1303583-59-6

N-(5-methylpyridin-3-yl)-7-(3-(trifluoromethyl)phenyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate; 7-(3-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydro-1,8-naphthyridine With triethylamine In tetrahydrofuran at 30℃; for 0.5h; Inert atmosphere;
Stage #2: 5-methylpyridin-3-amine In tetrahydrofuran at 60℃; for 18h; Inert atmosphere;
27%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

A

3-amino-2,6-dibromo-5-methylpyridine
126325-51-7

3-amino-2,6-dibromo-5-methylpyridine

B

3-amino-2-bromo-5-methylpyridine
34552-14-2

3-amino-2-bromo-5-methylpyridine

C

3-amino-2,4,6-tribromo-5-methylpyridine

3-amino-2,4,6-tribromo-5-methylpyridine

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide at 70℃; for 1h; Product distribution;A 26%
B 6%
C 0.5%
With hydrogen bromide; dihydrogen peroxide at 70℃; for 1h;A 26%
B 6%
C 0.5%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

1-(3-chloro-5-methyl-5H-chromeno[4,3-c]pyridin-8-yl)pyrrolidin-2-one

1-(3-chloro-5-methyl-5H-chromeno[4,3-c]pyridin-8-yl)pyrrolidin-2-one

1-(5-methyl-3-((5-methylpyridin-3-yl)amino)-5H-chromeno[4,3-c]pyridin8-yl)pyrrolidin-2-one

1-(5-methyl-3-((5-methylpyridin-3-yl)amino)-5H-chromeno[4,3-c]pyridin8-yl)pyrrolidin-2-one

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; caesium carbonate In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;22%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

2,2-dimethyl-6-(3-(pyrrolidin-1-ylmethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine
1303588-19-3

2,2-dimethyl-6-(3-(pyrrolidin-1-ylmethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

2,2-dimethyl-N-(5-methylpyridin-3-yl)-6-(3-(pyrrolidin-1-ylmethyl)phenyl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide
1303584-47-5

2,2-dimethyl-N-(5-methylpyridin-3-yl)-6-(3-(pyrrolidin-1-ylmethyl)phenyl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate; 2,2-dimethyl-6-(3-(pyrrolidin-1-ylmethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine With triethylamine In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: 5-methylpyridin-3-amine In tetrahydrofuran at 60℃;
20%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

1-[(4-bromophenyl)carbamoylamino]cyclopentanecarboxylic acid

1-[(4-bromophenyl)carbamoylamino]cyclopentanecarboxylic acid

1-[(4-bromophenyl)carbamoylamino]-N-(5-methyl-3-pyridyl)cyclopentanecarboxamide

1-[(4-bromophenyl)carbamoylamino]-N-(5-methyl-3-pyridyl)cyclopentanecarboxamide

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In ethyl acetate at 20℃;20%
5-methylpyridin-3-amine
3430-19-1

5-methylpyridin-3-amine

thiophosgene
463-71-8

thiophosgene

3-isothiocyanato-5-methylpyridine

3-isothiocyanato-5-methylpyridine

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water at 0℃; for 2h;19%

5-Methylpyridin-3-amine Chemical Properties

Molecule structure of 3-Amino-5-Methylpyridine (CAS NO.3430-19-1) :

IUPAC Name: (2S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid 
Molecular Weight: 215.6336 g/mol
Molecular Formula: C9H10ClNO3 
Density: 1.068 g/cm3
Melting Point: 59-63 °C 
Boiling Point: 261.1 °C at 760 mmHg 
Flash Point: 135.6 °C
Molar Volume: 101.2 cm3
Polarizability: 13.24*10-24 cm3
Surface Tension: 46.9 dyne/cm 
Enthalpy of Vaporization: 49.88 kJ/mol
Vapour Pressure: 0.0118 mmHg at 25 °C 
XLogP3: -1.8
H-Bond Donor: 3
H-Bond Acceptor: 4
Rotatable Bond Count: 3
Tautomer Count: 3
Exact Mass: 215.034921
MonoIsotopic Mass: 215.034921
Topological Polar Surface Area: 83.6
Heavy Atom Count: 14
Complexity: 212
Defined Atom StereoCenter Count: 1
Canonical SMILES: C1=CC(=C(C=C1CC(C(=O)O)N)Cl)O
Isomeric SMILES: C1=CC(=C(C=C1C[C@@H](C(=O)O)N)Cl)O
InChI: InChI=1S/C9H10ClNO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1
InChIKey: ACWBBAGYTKWBCD-ZETCQYMHSA-N
Product Categories of 3-Amino-5-Methylpyridine (CAS NO.3430-19-1) : VARIOUSAMINE; Heterocyclic Compounds; Amino; Intermediate; Pyridine; Boronic Acid; Heterocyclic Building Blocks; Pyridines; Building Blocks

5-Methylpyridin-3-amine Safety Profile

Hazard Codes: ToxicT, IrritantXi, HarmfulXn
Risk Statements: 22-37/38-41-20/21/22
R22: Harmful if swallowed
R37/38: Irritating to respiratory system and skin
R41:Risk of serious damage to the eyes 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
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
Hazard Note: Toxic

5-Methylpyridin-3-amine Specification

 3-Amino-5-Methylpyridine (CAS NO.3430-19-1) is also called 3-Amino-5-picoline ; 5-Methyl-pyridin-3-ylamine ; 3-Amino-5-methylpyridine97% ; 3-Pyridinamine,5-methyl-(9CI) ; 5-Methyl-3-pyridylamine hydrochloride salt ; 5-Methyl-3-pyridinamine ; 5-Amino-3-methylpyridine .

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