• Name

  2-Chloro-4-pyridinecarboxylic acid

• EINECS -0
• CAS No. 6313-54-8
• Article Data17
• CAS DataBase
• Density 1.47 g/cm³
• Solubility
• Melting Point 246 °C (dec.)(lit.)
• Formula C₆H₄ClNO₂
• Boiling Point 417.7 °C at 760 mmHg
• Molecular Weight 157.556
• Flash Point 206.4 °C
• Transport Information
• Appearance white crystal powder
• Safety 26-36-36/37/39
• Risk Codes 36/37/38
• Molecular Structure
• Hazard Symbols Xi
• Synonyms 2-chloropyridine-4-carboxylate;2-chloropyridine-4-carboxylic acid;2-Chloro Isonicotinic Acid;4-Pyridinecarboxylic acid, 2-chloro-;2-chloro-4-pyridinecarboxylic acid;
• PSA 50.19000
• LogP 1.43320

Synthetic route

33252-30-1

2-chloro-4-pyridinenitrile

6313-54-8

2-chloroisonicotinic acid,

Conditions

Conditions	Yield
With 1-butyl-3-methylimidazolium hydrogen sulfate; water at 60 - 65℃; for 2.4h; Green chemistry;	92%
With hydrogenchloride

13602-12-5

Isonicotinic acid N-oxide

6313-54-8

2-chloroisonicotinic acid,

Conditions

Conditions	Yield
With trichlorophosphate for 7h; Heating;	73%

14906-37-7

ethyl isonicotinate N-oxide

6313-54-8

2-chloroisonicotinic acid,

Conditions

Conditions	Yield
With trichlorophosphate at 130 - 150℃; Erhitzen des Reaktionsprodukts mit wss. KOH;

5398-44-7

2,6-dichloropyridine-4-carboxylic acid

6313-54-8

2-chloroisonicotinic acid,

Conditions

Conditions	Yield
With hydrazine hydrate Erwaermen des Reaktionsprodukts mit wss. CuSO4;

2.6-dichloro-pyridine-carboxylic acid-(4)

2.6-dichloro-pyridine-carboxylic acid-(4)

6313-54-8

2-chloroisonicotinic acid,

Conditions

Conditions	Yield
With hydrazine hydrate nachfolgend Kochen des Reaktionsprodukts mit Kupfersulfat-Loesung und mit Alkalilauge;

2-chloroisonicotinic acid,

2-chloroisonicotinic acid,

65287-34-5

2-chloropyridine-4-carbonyl chloride

Conditions

Conditions	Yield
With thionyl chloride at 80℃; for 3h;	100%
With thionyl chloride; N,N-dimethyl-formamide at 20℃; for 2.5h; Product distribution / selectivity; Reflux;	91%
With thionyl chloride for 28h; Reflux;	91%

6313-54-8

2-chloroisonicotinic acid,

74-88-4

methyl iodide

58481-11-1

methyl 2-chloroisonicotinate

Conditions

Conditions	Yield
Stage #1: 2-chloroisonicotinic acid, With sodium hydride In N,N-dimethyl-formamide at 25℃; for 0.5h; Inert atmosphere; Stage #2: methyl iodide In N,N-dimethyl-formamide at 50℃; for 2h;	100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 4h;	98%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 20h;	87%

6313-54-8

2-chloroisonicotinic acid,

1-(tert-butyloxycarbonyl)-6'-chloro-1',2'-dihydrospiro[piperidine-4,3'-pyrrolo[3,2-b]pyridine]

6-chloro-4-aza-1-(2-chloropyridin-4-yl)-carbonyl-1'-carboxylic acid tert-butylester spiro-[indoline-3,4'-piperidine]

Conditions

Conditions	Yield
Stage #1: 2-chloroisonicotinic acid, With thionyl chloride; N,N-dimethyl-formamide In toluene for 2h; Heating / reflux; Stage #2: 1-(tert-butyloxycarbonyl)-6'-chloro-1',2'-dihydrospiro[piperidine-4,3'-pyrrolo[3,2-b]pyridine] With triethylamine In dichloromethane at 0 - 20℃; for 1h; Stage #3: With sodium carbonate In dichloromethane; water	100%

6313-54-8

2-chloroisonicotinic acid,

100704-10-7

(2-chloropyridin-4-yl)methanol

Conditions

Conditions	Yield
Stage #1: 2-chloroisonicotinic acid, With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; water at 0℃; for 0.166667h; Stage #3: With hydrogenchloride In tetrahydrofuran; water	99%
Stage #1: 2-chloroisonicotinic acid, With dimethylsulfide borane complex In tetrahydrofuran at 0 - 50℃; for 61h; Stage #2: With water; ammonium chloride In tetrahydrofuran; ethyl acetate at 20℃;	93%
Stage #1: 2-chloroisonicotinic acid, With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at -10 - 20℃; Stage #2: With water In tetrahydrofuran	85.8%

6313-54-8

2-chloroisonicotinic acid,

374790-93-9

2-furan-2-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

1086379-95-4

2-(furan-2-yl)isonicotinic acid

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; lithium hydroxide In 1,4-dioxane; water at 80℃; for 0.5h; Suzuki-Miyaura cross-coupling; Inert atmosphere;	99%

6313-54-8

2-chloroisonicotinic acid,

22282-72-0

2-oxo-1,2-dihydropyridine-4-carboxylic acid

Conditions

Conditions	Yield
With water; potassium hydroxide at 0℃; for 36h; Reflux;	99%

2-Chloroisonicotinic acid Chemical Properties

2-Chloroisonicotinic acid Safety Profile

2-Chloroisonicotinic acid Specification