3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
With Amberlyst(R) IR-200 In methanol at 20℃; for 0.25h; | 53% |
3-chloro-2-methylpyridine
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
With potassium permanganate for 21.5h; Heating; | 45% |
3-amino-pyridine-2-carboxylic acid
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite Anschliessend Behandeln mit CuCl; |
3-chloropicolinanilide
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride for 15h; Heating; |
2-Picolinic acid
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
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
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
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
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
In methanol; sodium hydroxide; dichloromethane | |
With sodium hydroxide at 95℃; for 2h; pH=2-3; |
Conditions | Yield |
---|---|
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
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
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
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
2,3-dichloro-pyridine
Conditions | Yield |
---|---|
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
2-bromo-3-chloropyridine
Conditions | Yield |
---|---|
With tert-butylhypochlorite; dichloromethane; oxygen; sodium hydrogencarbonate at 70℃; for 20h; Green chemistry; | 80% |
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
3-chloro-4-nitroaniline
Conditions | Yield |
---|---|
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
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
With tert-butylhypochlorite; chloranil at 110℃; for 12h; Inert atmosphere; | 75% |
Conditions | Yield |
---|---|
With sulfuric acid for 3h; Reflux; | 72% |
With sulfuric acid for 3h; Reflux; |
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
With tert-butylhypochlorite In tetrahydrofuran at 25℃; for 6h; Schlenk technique; | 63% |
3-chloropyridine-2-carboxylic acid
3-chloro-2-(trifluoromethyl)pyridine
Conditions | Yield |
---|---|
With sulfur tetrafluoride; hydrogen fluoride at 85℃; for 24h; Autoclave; Inert atmosphere; | 54% |
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
N-(2-(7-methoxynaphthalen-1-yl)ethyl)azetidine-3-carboxamide hydrochloride
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
3-chloro-2-hydroxy-methyl-pyridine
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With tert-butylhypochlorite; potassium carbonate at 60℃; for 20h; | 45% |
morpholine
3-chloropyridine-2-carboxylic acid
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
With triethylamine; HATU In dichloromethane at 20℃; for 3h; | A 20.8% B 18.9% |
3-chloropyridine-2-carboxylic acid
tert-butyl (3aS,6aR)-5-amino-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carboxylate
Conditions | Yield |
---|---|
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% |
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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