Product Name

  • Name

    3-Chloropicolinic acid

  • EINECS
  • CAS No. 57266-69-0
  • Article Data7
  • CAS DataBase
  • Density 1.47 g/cm3
  • Solubility
  • Melting Point 148-150 °C
  • Formula C6H4ClNO2
  • Boiling Point 297.6 °C at 760 mmHg
  • Molecular Weight 157.556
  • Flash Point 133.8 °C
  • Transport Information
  • Appearance off-white solid
  • Safety 26
  • Risk Codes 22-36
  • Molecular Structure Molecular Structure of 57266-69-0 (3-Chloropicolinic acid)
  • Hazard Symbols IrritantXi,HarmfulXn
  • Synonyms 3-Chloro-2-pyridinecarboxylicacid;
  • PSA 50.19000
  • LogP 1.43320

Synthetic route

lithium; 3-chloro-pyridine-2-carboxylate

lithium; 3-chloro-pyridine-2-carboxylate

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

Conditions
ConditionsYield
With Amberlyst(R) IR-200 In methanol at 20℃; for 0.25h;53%
3-chloro-2-methylpyridine
72093-03-9

3-chloro-2-methylpyridine

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

Conditions
ConditionsYield
With potassium permanganate for 21.5h; Heating;45%
3-amino-pyridine-2-carboxylic acid
1462-86-8

3-amino-pyridine-2-carboxylic acid

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite Anschliessend Behandeln mit CuCl;
3-chloropicolinanilide
57841-92-6

3-chloropicolinanilide

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride for 15h; Heating;
2-Picolinic acid
98-98-6

2-Picolinic acid

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: BuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 0.67 h / -75 - 0 °C
1.2: 72 percent / hexachloroethane / tetrahydrofuran; hexane / 0 - 20 °C
2.1: 53 percent / Amberlyst(R) IR-200 / methanol / 0.25 h / 20 °C
View Scheme
N-phenylpicolinamide
10354-53-7

N-phenylpicolinamide

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) n-BuLi, 2.) CCl3CCl3 / 1.) THF, -78 deg C - 0.5 h, room temperature - 1 h, 2.) THF, -78 deg C - 1 h, room temperature - 2 h
2: aq. HCl / 15 h / Heating
View Scheme
3-chloro-2-cyanopyridine
38180-46-0

3-chloro-2-cyanopyridine

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

Conditions
ConditionsYield
In methanol; sodium hydroxide; dichloromethane
With sodium hydroxide at 95℃; for 2h; pH=2-3;
Clopyralid
1702-17-6

Clopyralid

A

2-Picolinic acid
98-98-6

2-Picolinic acid

B

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

Conditions
ConditionsYield
With Graphite; sodium hydroxide In water at 25℃; for 3h; Electrolysis;
With Graphite; sodium hydroxide In water at 25℃; for 6h; pH=11.5 - 13.5; Reagent/catalyst; pH-value; Electrolysis;
pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride; dihydrogen peroxide / water / 2 h / 5 °C
1.2: 0.42 h / -5 °C
1.3: 1.33 h / 15 - 30 °C
2.1: hydrazine hydrate / ethanol / 6 h / Reflux; Inert atmosphere
3.1: sodium hydroxide / 2 h / 95 °C / pH 2-3
View Scheme
2,3-dichloro-pyridine
2402-77-9

2,3-dichloro-pyridine

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrazine hydrate / ethanol / 6 h / Reflux; Inert atmosphere
2: sodium hydroxide / 2 h / 95 °C / pH 2-3
View Scheme
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

2-[5-amino-2-[(1r,4r)-4-(hydroxymethyl)cyclohexyl]indazol-6-yl]propan-2-ol

2-[5-amino-2-[(1r,4r)-4-(hydroxymethyl)cyclohexyl]indazol-6-yl]propan-2-ol

3-chloro-N-[2-[(1r,4r)-4-(hydroxymethyl)cyclohexyl]-6-(1-hydroxy-1-methyl-ethyl)indazol-5-yl]pyridine-2-carboxamide

3-chloro-N-[2-[(1r,4r)-4-(hydroxymethyl)cyclohexyl]-6-(1-hydroxy-1-methyl-ethyl)indazol-5-yl]pyridine-2-carboxamide

Conditions
ConditionsYield
With 2-chloro-1-methyl-pyridinium iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 1h; Inert atmosphere;89%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

(3aR,5s,6aS)-2-(5-bromopyridin-2-yl)-5-methyloctahydrocyclopenta[c]pyrrol-5-amine

(3aR,5s,6aS)-2-(5-bromopyridin-2-yl)-5-methyloctahydrocyclopenta[c]pyrrol-5-amine

N-((3aR,5s,6aS)-2-(5-bromopyridin-2-yl)-5-methyloctahydrocyclopenta[c]pyrrol-5-yl)-3-chloropicolinamide

N-((3aR,5s,6aS)-2-(5-bromopyridin-2-yl)-5-methyloctahydrocyclopenta[c]pyrrol-5-yl)-3-chloropicolinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; 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 40℃; for 2h;81%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

2,3-dichloro-pyridine
2402-77-9

2,3-dichloro-pyridine

Conditions
ConditionsYield
With tert-butylhypochlorite; dichloromethane; sodium hydrogencarbonate at 60℃; for 20h; Green chemistry;80%
With tert-butylhypochlorite; sodium carbonate; sodium chloride In dichloromethane at 30℃; for 20h; Schlenk technique;50%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

2-bromo-3-chloropyridine
96424-68-9

2-bromo-3-chloropyridine

Conditions
ConditionsYield
With tert-butylhypochlorite; dichloromethane; oxygen; sodium hydrogencarbonate at 70℃; for 20h; Green chemistry;80%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

4-(6-(4-amino-4-methylpiperidin-1-yl)pyridin-3-yl)-6-hydroxypyrazolo[1,5-a]pyridine-3-carbonitrile dihydrochloride

4-(6-(4-amino-4-methylpiperidin-1-yl)pyridin-3-yl)-6-hydroxypyrazolo[1,5-a]pyridine-3-carbonitrile dihydrochloride

4-(6-(4-amino-4-methylpiperidin-1-yl)pyridin-3-yl)-6-ethoxypyrazolo[1,5-a]pyridine-3-carbonitrile dihydrochloride

4-(6-(4-amino-4-methylpiperidin-1-yl)pyridin-3-yl)-6-ethoxypyrazolo[1,5-a]pyridine-3-carbonitrile dihydrochloride

Conditions
ConditionsYield
With N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridine-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 20℃;76%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

4-(6-((1R,5S,6s)-6-(aminomethyl)-3-azabicyclo[3.1.0]hexan-3-yl)pyridin-3-yl)-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

4-(6-((1R,5S,6s)-6-(aminomethyl)-3-azabicyclo[3.1.0]hexan-3-yl)pyridin-3-yl)-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

3-chloro-N-(((1R,5S,6s)-3-(5-(3-cyano-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)methyl)picolinamide

3-chloro-N-(((1R,5S,6s)-3-(5-(3-cyano-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)methyl)picolinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; 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 80℃; for 1h;76%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

3-chloro-4-nitroaniline
825-41-2

3-chloro-4-nitroaniline

N-(3-chloro-4-nitrophenyl)-3-chloropicolinamide

N-(3-chloro-4-nitrophenyl)-3-chloropicolinamide

Conditions
ConditionsYield
Stage #1: 3-chloropyridine-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane for 0.0833333h;
Stage #2: 3-chloro-4-nitroaniline In dichloromethane; N,N-dimethyl-formamide at 120℃; for 0.5h; Microwave irradiation;
75%
1,4-dioxane
123-91-1

1,4-dioxane

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

3–chloro–2–(2–(2–chloroethoxy)ethoxy)pyridine

3–chloro–2–(2–(2–chloroethoxy)ethoxy)pyridine

Conditions
ConditionsYield
With tert-butylhypochlorite; chloranil at 110℃; for 12h; Inert atmosphere;75%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

ethanol
64-17-5

ethanol

ethyl 3-Chloro-2-pyridinecarboxylate

ethyl 3-Chloro-2-pyridinecarboxylate

Conditions
ConditionsYield
With sulfuric acid for 3h; Reflux;72%
With sulfuric acid for 3h; Reflux;
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

4-(5-((3aR,5s,6aS)-5-amino-5-methylhexahydrocyclopenta[c]pyrrol-2(1H)-yl)pyrazin-2-yl)-6-ethoxypyrazolo[1,5-a]pyridine-3-carbonitrile

4-(5-((3aR,5s,6aS)-5-amino-5-methylhexahydrocyclopenta[c]pyrrol-2(1H)-yl)pyrazin-2-yl)-6-ethoxypyrazolo[1,5-a]pyridine-3-carbonitrile

3-chloro-N-((3aR,5s,6aS)-2-(5-(3-cyano-6-ethoxypyrazolo[1,5-a]pyridin-4-yl)pyrazin-2-yl)-5-methyloctahydrocyclopenta[c]pyrrol-5-yl)picolinamide

3-chloro-N-((3aR,5s,6aS)-2-(5-(3-cyano-6-ethoxypyrazolo[1,5-a]pyridin-4-yl)pyrazin-2-yl)-5-methyloctahydrocyclopenta[c]pyrrol-5-yl)picolinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; 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 40℃; for 2h;70%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

4-(6-(4-amino-4-methylpiperidin-1-yl)pyridin-3-yl)-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridine-3-carbonitrile

4-(6-(4-amino-4-methylpiperidin-1-yl)pyridin-3-yl)-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridine-3-carbonitrile

3-chloro-N-(1-(5-(3-cyano-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-4-methylpiperidin-4-yl)picolinamide

3-chloro-N-(1-(5-(3-cyano-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-4-methylpiperidin-4-yl)picolinamide

Conditions
ConditionsYield
With N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridine-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;68%
styrene
100-42-5

styrene

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

2-chloro-1-phenylethyl 3-chloropicolinate

2-chloro-1-phenylethyl 3-chloropicolinate

Conditions
ConditionsYield
With tert-butylhypochlorite In tetrahydrofuran at 25℃; for 6h; Schlenk technique;63%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

3-chloro-2-(trifluoromethyl)pyridine
749875-32-9

3-chloro-2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With sulfur tetrafluoride; hydrogen fluoride at 85℃; for 24h; Autoclave; Inert atmosphere;54%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

4-(5-((1R,3S,5s,7s)-5-amino-2-azaadamantan-2-yl)pyrazin-2-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile

4-(5-((1R,3S,5s,7s)-5-amino-2-azaadamantan-2-yl)pyrazin-2-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile

3-chloro-N-((1R,3S,5s,7s)-2-(5-(3-cyano-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridin-4-yl)pyrazin-2-yl)-2-azaadamantan-5-yl)picolinamide

3-chloro-N-((1R,3S,5s,7s)-2-(5-(3-cyano-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridin-4-yl)pyrazin-2-yl)-2-azaadamantan-5-yl)picolinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; 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℃; for 4h;52%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

formic acid
64-18-6

formic acid

3-[4-[4-[[(1r,4r)-4-(5-amino-6-methoxy-indazol-2-yl)cyclohexyl]methyl-methyl-amino]-1-piperidyl]-3-methyl-2-oxo-benzimidazol-1-yl]piperidine-2,6-dione

3-[4-[4-[[(1r,4r)-4-(5-amino-6-methoxy-indazol-2-yl)cyclohexyl]methyl-methyl-amino]-1-piperidyl]-3-methyl-2-oxo-benzimidazol-1-yl]piperidine-2,6-dione

3-chloro-N-[2-[(1r,4r)-4-[[[1-[1-(2,6-dioxo-3-piperidyl)-3-methyl-2-oxo-benzimidazol-4-yl]-4-piperidyl]-methyl-amino]methyl]cyclohexyl]-6-methoxy-indazol-5-yl]pyridine-2-carboxamide formate

3-chloro-N-[2-[(1r,4r)-4-[[[1-[1-(2,6-dioxo-3-piperidyl)-3-methyl-2-oxo-benzimidazol-4-yl]-4-piperidyl]-methyl-amino]methyl]cyclohexyl]-6-methoxy-indazol-5-yl]pyridine-2-carboxamide formate

Conditions
ConditionsYield
Stage #1: 3-chloropyridine-2-carboxylic acid; 3-[4-[4-[[(1r,4r)-4-(5-amino-6-methoxy-indazol-2-yl)cyclohexyl]methyl-methyl-amino]-1-piperidyl]-3-methyl-2-oxo-benzimidazol-1-yl]piperidine-2,6-dione With 2-chloro-1-methyl-pyridinium iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 2h; Inert atmosphere;
Stage #2: formic acid In water; acetonitrile Inert atmosphere;
51%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

N-(2-(7-methoxynaphthalen-1-yl)ethyl)azetidine-3-carboxamide hydrochloride
1617524-08-9

N-(2-(7-methoxynaphthalen-1-yl)ethyl)azetidine-3-carboxamide hydrochloride

1-(3-chloroisonicotinoyl)-N-(2-(7-methoxynaphthalen-1-yl)ethyl)azetidine-3-carboxamide

1-(3-chloroisonicotinoyl)-N-(2-(7-methoxynaphthalen-1-yl)ethyl)azetidine-3-carboxamide

Conditions
ConditionsYield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 24h;50%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

4-(6-((3aR,5r,6aS)-5-amino-5-methylhexahydrocyclopenta[c]pyrrol-2(1H)-yl)pyridin-3-yl)-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

4-(6-((3aR,5r,6aS)-5-amino-5-methylhexahydrocyclopenta[c]pyrrol-2(1H)-yl)pyridin-3-yl)-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

3-chloro-N-((3aR,5r,6aS)-2-(5-(3-cyano-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-5-methyloctahydrocyclopenta[c]pyrrol-5-yl)picolinamide

3-chloro-N-((3aR,5r,6aS)-2-(5-(3-cyano-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-5-methyloctahydrocyclopenta[c]pyrrol-5-yl)picolinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; 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℃; for 2h;48%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

3-chloro-2-hydroxy-methyl-pyridine
60588-81-0

3-chloro-2-hydroxy-methyl-pyridine

Conditions
ConditionsYield
Stage #1: 3-chloropyridine-2-carboxylic acid With isopropyl chloroformate; triethylamine In tetrahydrofuran at 0 - 20℃; for 1h;
Stage #2: With sodium tetrahydroborate at 20℃; for 2h;
47%
Multi-step reaction with 2 steps
1: Et3N / tetrahydrofuran / 0.5 h / 5 °C
2: aq. NaBH4 / tetrahydrofuran / 4 h / 25 °C
View Scheme
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

benzene
71-43-2

benzene

2-phenyl-3-chloropyridine
634198-21-3

2-phenyl-3-chloropyridine

Conditions
ConditionsYield
With tert-butylhypochlorite; potassium carbonate at 60℃; for 20h;45%
morpholine
110-91-8

morpholine

3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

(3-chloropyridin-2-yl)(morpholino)methanone

(3-chloropyridin-2-yl)(morpholino)methanone

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃;43%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

((1R,5S,6s)-3-(5-bromopyridin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl) methanamine hydrochloride

((1R,5S,6s)-3-(5-bromopyridin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl) methanamine hydrochloride

N-(((1R,5S,6s)-3-(5-bromopyridin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)methyl)-3-chloropicolinamide

N-(((1R,5S,6s)-3-(5-bromopyridin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)methyl)-3-chloropicolinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; 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 75℃; for 2h;39%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

4-(6-((3aR,5s,6aS)-5-aminohexahydrocyclopenta[c]pyrrol-2(1H)-yl)pyridin-3-yl)-6-ethoxypyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

4-(6-((3aR,5s,6aS)-5-aminohexahydrocyclopenta[c]pyrrol-2(1H)-yl)pyridin-3-yl)-6-ethoxypyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

3-chloro-N-((3aR,5s,6aS)-2-(5-(3-cyano-6-ethoxypyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-5-yl)picolinamide

3-chloro-N-((3aR,5s,6aS)-2-(5-(3-cyano-6-ethoxypyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-5-yl)picolinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; 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 60℃; for 2h;38%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

4-(6-((1R,5S,6s)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl)pyridin-3-yl)-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

4-(6-((1R,5S,6s)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl)pyridin-3-yl)-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

3-chloro-N-((1R,5S,6s)-3-(5-(3-cyano-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)picolinamide

3-chloro-N-((1R,5S,6s)-3-(5-(3-cyano-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)picolinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; 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 45℃;31%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

4-(6-((1R,5S,6s)-6-(aminomethyl)-3-azabicyclo[3.1.0]hexan-3-yl)pyridin-3-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile TFA salt

4-(6-((1R,5S,6s)-6-(aminomethyl)-3-azabicyclo[3.1.0]hexan-3-yl)pyridin-3-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile TFA salt

3-chloro-N-(((1R,5S,6s)-3-(5-(3-cyano-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)methyl)picolinamide

3-chloro-N-(((1R,5S,6s)-3-(5-(3-cyano-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)methyl)picolinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In tetrahydrofuran at 60℃; for 6h;27%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

4-(6-((1R,3S,5s,7s)-5-amino-2-azaadamantan-2-yl)pyridin-3-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

4-(6-((1R,3S,5s,7s)-5-amino-2-azaadamantan-2-yl)pyridin-3-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

3-chloro-N-((1R,3S,5s,7s)-2-(5-(3-cyano-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-2-azaadamantan-5-yl)picolinamide

3-chloro-N-((1R,3S,5s,7s)-2-(5-(3-cyano-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridin-4-yl)pyridin-2-yl)-2-azaadamantan-5-yl)picolinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; 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 50℃;24%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

4-(5-((1R,5S,6s)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl)pyrazin-2-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

4-(5-((1R,5S,6s)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl)pyrazin-2-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile hydrochloride

3-chloro-N-((1R,5S,6s)-3-(5-(3-cyano-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridin-4-yl)pyrazin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)picolinamide

3-chloro-N-((1R,5S,6s)-3-(5-(3-cyano-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridin-4-yl)pyrazin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)picolinamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;21%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

2-(2-chlorophenyl)cyclobutanamine

2-(2-chlorophenyl)cyclobutanamine

3-chloro-N-[(1,2-cis)-2-(2-chlorophenyl)cyclobutyl]pyridine-2-carboxamide

3-chloro-N-[(1,2-cis)-2-(2-chlorophenyl)cyclobutyl]pyridine-2-carboxamide

trans-3-chloro-N-[2-(2-chlorophenyl)cyclobutyl]pyridine-2-carboxamide

trans-3-chloro-N-[2-(2-chlorophenyl)cyclobutyl]pyridine-2-carboxamide

Conditions
ConditionsYield
With triethylamine; HATU In dichloromethane at 20℃; for 3h;A 20.8%
B 18.9%
3-chloropyridine-2-carboxylic acid
57266-69-0

3-chloropyridine-2-carboxylic acid

tert-butyl (3aS,6aR)-5-amino-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carboxylate
863600-81-1

tert-butyl (3aS,6aR)-5-amino-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carboxylate

(3aR,5r,6aS)-tert-butyl 5-(3-chloropicolinamido) hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

(3aR,5r,6aS)-tert-butyl 5-(3-chloropicolinamido) hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; 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 50℃; for 1.5h;20%

3-Chloropicolinic acid Specification

The 3-Chloropicolinic acid has the cas register number 57266-69-0. And it has other names as iflab-bb f1926-0037; 3-chloropyridine-2-carboxylic acid; 3-chloropicolinic acid; 3-chloropyridine-2-carboxylicacid98%; 3-chloro-2-pyridinecarboxylic; 3-chloro-2-picolinic acid.

The physical properties of this chemical are as followings: (1)ACD/LogP: 0.30 ; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 3; (7)#H bond donors: 1; (8)#Freely Rotating Bonds: 1; (9)Polar Surface Area: 39.19 ; (10)Index of Refraction: 1.59; (11)Molar Refractivity: 36.16 cm3; (12)Molar Volume: 107.1 cm3; (13)Polarizability: 14.33×10-24 cm3; (14)Surface Tension: 61 dyne/cm; (15)Density: 1.47 g/cm3; (16)Flash Point: 133.8 °C; (17)Enthalpy of Vaporization: 56.76 kJ/mol; (18)Boiling Point: 297.6 °C at 760 mmHg; (19)Vapour Pressure: 0.000599 mmHg at 25°C.

This is a kind of off-white solid, and it is usually used as a useful synthetic intermediate. Being among the irritant chemicals, it is irritant to the eyes, and it may cause inflammation to the skin or other mucous membranes. Besides, it is harmful if swallowed and it may also cause damage to health. So when you contact with this chemical, you should be very cautious and had better take the following instructions. If in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

This kind of chemical is usually applied in BPC(bulk pharmaceutical chemicals) and the medical intermediates. As to its raw materials, there are various, including hydrochloric acid, ethyl acetate, sulfuric acid , toluene, sodium nitrite, potassium permanganate, zinc, 6-chloro-2-methyl-3-nitropyridine, 3-amino-2-picoline; While its product categories are pharmacetical; pyridine; aromatics; pyridines.

In addition, you could obtain the molecular structure by converting the following datas:
SMILES:Clc1cccnc1C(=O)O
InChI:InChI=1/C6H4ClNO2/c7-4-2-1-3-8-5(4)6(9)10/h1-3H,(H,9,10)
InChIKey:XTMUXJBJCMRWPG-UHFFFAOYAF

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