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17282-04-1

17282-04-1

17282-04-1

Identification

Synonyms:2-Chloro-3-fluoro-pyridine;

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Chemical Properties

  • Appearance/Colour:Colorless to light yellow liquid

  • Boiling Point: 151.6 °C at 760 mmHg

  • Flash Point:45.5 °C

  • Density: 1.331 g/cm3

  • Storage Temp.:Keep in dark place,Sealed in dry,Room Temperature

  • Vapor Pressure: 1.63mmHg at 25°C

  • Refractive Index: n20/D 1.509(lit.)

  • PKA: -0.05±0.10(Predicted)

  • BRN: 1363435

  • PSA: 12.89000

  • LogP: 1.87410

Safety information and MSDS view more

  • Pictogram(s):IrritantXi,HarmfulXn

  • Hazard Codes:Xn,Xi

  • Signal Word:Danger

  • Hazard Statement:H302 Harmful if swallowedH318 Causes serious eye damage

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price view more

  • Manufacture/Brand
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  • Manufacture/Brand:TRC
  • Product Description:2-Chloro-3-Fluoropyridine
  • Packaging:10g
  • Price:$ 75
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Chloro-3-fluoropyridine >98.0%(GC)
  • Packaging:5g
  • Price:$ 15
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Chloro-3-fluoropyridine >98.0%(GC)
  • Packaging:25g
  • Price:$ 51
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Chloro-3-fluoropyridine
  • Packaging:25 g
  • Price:$ 32
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Chloro-3-fluoropyridine
  • Packaging:5 g
  • Price:$ 16
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Chloro-3-fluoropyridine
  • Packaging:100 g
  • Price:$ 104
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Chloro-3-fluoropyridine 97%
  • Packaging:25g
  • Price:$ 274
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Chloro-3-fluoropyridine 97%
  • Packaging:5g
  • Price:$ 75.7
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:2-Chloro-3-fluoropyridine 97%
  • Packaging:100g
  • Price:$ 86
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:2-Chloro-3-fluoropyridine 97%
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Relevant articles and documentsAll total 15 Articles be found

Synthesis of 2-Alkylamino-3-fluoropyridines Using Buchwald Conditions

Munson, Peter M.,Thompson, Wayne J.

, p. 759 - 766 (2004)

Synthesis of 2-alkylamino-3-fluoropyridines from 2-chloro-3-fluoropyridine using palladium-catalyzed coupling reaction under Buchwald conditions is described.

Thorpe–Ingold Effect in Branch-Selective Alkylation of Unactivated Aryl Fluorides

O'Neill, Matthew J.,Riesebeck, Tim,Cornella, Josep

supporting information, p. 9103 - 9107 (2018/07/24)

Presented herein is a general protocol for the alkylation of simple aryl fluorides with unbiased secondary Grignard reagents by means of nickel catalysis. This study revealed a general Thorpe–Ingold effect in the ligand backbone which confers a high degree of selectivity for the secondary carbon center in the C?C coupling event. This protocol is characterized by mild reaction conditions, robustness, and simplicity. Both electron-rich and electron-deficient aryl fluorides are suitable candidates in this transformation. Equally amenable are a variety of heterocycles, permitting the coupling without over alkylation at the electrophilic sites.

Discovery of 2-(4-pyridin-2-ylpiperazin-1-ylmethyl)-1H-benzimidazole (ABT-724), a dopaminergic agent with a novel mode of action for the potential treatment of erectile dysfunction

Cowart, Marlon,Latshaw, Steven P.,Bhatia, Pramila,Daanen, Jerome F.,Rohde, Jeffrey,Nelson, Sherry L.,Patel, Meena,Kolasa, Teodozyi,Nakane, Masaki,Uchic, Marie E.,Miller, Loan N.,Terranova, Marc A.,Chang, Renjie,Donnelly-Roberts, Diana L.,Namovic, Marian T.,Hollingsworth, Peter R.,Martino, Brenda R.,Lynch III, James J.,Sullivan, James P.,Hsieh, Gin C.,Moreland, Robert B.,Brioni, Jorge D.,Stewart, Andrew O.

, p. 3853 - 3864 (2007/10/03)

A new class of agents with potential utility for the treatment of erectile dysfunction has been discovered, guided by the hypothesis that selective D 4 agonists are erectogenic but devoid of the side effects typically associated with dopaminergic agents. The lead agent 2-(4-pyridin-2-ylpiperazin- 1-ylmethyl)-1H-benzimidazole (1, ABT-724) was discovered by optimization of a series of benzimidazole arylpiperazines. This highly selective D4 agonist was found to be very potent and efficacious in vivo, eliciting penile erections in rats at a dose of 0.03 μmol/kg, with a positive response rate of 77% erectile incidence. Even at high doses, it was devoid of side effects in animal models of central nervous system behaviors, emesis, or nausea. The structure-activity relationship of the parent benzimidazole series leading to 1 is described, with the detailed in vitro and in vivo profiles described. Distinctive structural features were discovered that are associated with D 4 selective agonism in this series of analogues.

Process route upstream and downstream products

Process route

3-Fluoropyridine
372-47-4

3-Fluoropyridine

2-chloro-3-fluoropyridine
17282-04-1

2-chloro-3-fluoropyridine

Conditions
Conditions Yield
3-Fluoropyridine; With 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; In diethyl ether; hexane; at -65 ℃; for 1.16667h;
With hexachloroethane; In diethyl ether; hexane; at -40 ℃; for 2.25h;
63%
3-Fluoropyridine; With 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; In diethyl ether; hexane; at -65 ℃; for 1.16667h;
With hexachloroethane; In hexanes; diethyl ether; at -40 ℃; for 2.25h;
63%
With 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; hexachloroethane; In diethyl ether; hexane; for 1h; Inert atmosphere; Schlenk technique;
53%
3-Fluoropyridine; With 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 2h;
With hexachloroethane; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 1h;
52%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9,88935-43-7

1,4-diaza-bicyclo[2.2.2]octane

3-Fluoropyridine
372-47-4

3-Fluoropyridine

hexachloroethane
67-72-1

hexachloroethane

2-chloro-3-fluoropyridine
17282-04-1

2-chloro-3-fluoropyridine

Conditions
Conditions Yield
With n-butyllithium; In tetrahydrofuran; diethyl ether; water;
52%
With n-butyllithium; In tetrahydrofuran; diethyl ether; water;
52%
With n-butyllithium; In tetrahydrofuran; diethyl ether; water;
52%
With n-butyllithium; In tetrahydrofuran; diethyl ether; water;
52%
With n-butyllithium; In tetrahydrofuran; diethyl ether; water;
52%
2-chloro-3-aminopyridine
6298-19-7

2-chloro-3-aminopyridine

2-chloro-3-fluoropyridine
17282-04-1

2-chloro-3-fluoropyridine

Conditions
Conditions Yield
With pyridine hydrogenfluoride; sodium nitrite; 1.) O deg C, 20 min, 2.) 20 deg C, 1 h;
89%
2-chloro-3-aminopyridine; With tetrafluoroboric acid; In ethanol; at -5 ℃;
With isopentyl nitrite; In ethanol; for 0.5h;
In n-heptane; for 2h; Heating;
70%
With ammonium hydroxide; hydrogen fluoride; sodium nitrite; at 20 - 61 ℃; for 7h;
49%
With tetrafluoroboric acid; Nitroethane;
48%
38%
3-Fluoropyridine
372-47-4

3-Fluoropyridine

acetyl hypofluorite
78948-09-1

acetyl hypofluorite

acetic acid-(3-fluoro-[2]pyridyl ester)
2267-37-0

acetic acid-(3-fluoro-[2]pyridyl ester)

2-chloro-3-fluoropyridine
17282-04-1

2-chloro-3-fluoropyridine

Conditions
Conditions Yield
With dichloromethane; Ambient temperature;
40%
40%
pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

2-chloro-3-fluoropyridine
17282-04-1

2-chloro-3-fluoropyridine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 82 percent / 15percent H2O2, conc. HCl
2: 38 percent
With hydrogenchloride; dihydrogen peroxide;
2-chloro-3-fluoropyridine
17282-04-1

2-chloro-3-fluoropyridine

Conditions
Conditions Yield
aus 2-Chlor-3-diazonio-pyridin-hexafluorphosphat in Mineraloel (auf 95grad vorgewaermt; 40 min 95grad);
aus 3-Amino-2-chloropyridin, Fluorborsaeure;
3-Amino-2-chlorpyridin, Fluoroborsaeure;
2-chloro-3-fluoropyridine
17282-04-1

2-chloro-3-fluoropyridine

3,3',4,4'-tetrahydroxy-2,2'-bipyridine-1,1'-dioxide
37338-80-0

3,3',4,4'-tetrahydroxy-2,2'-bipyridine-1,1'-dioxide

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1: 64 percent / (CH3CO)2O, 30percent H2O2 / 12 h / 80 °C
2: 44 percent / conc. H2SO4/H2SO4 (20percent SO3) (1:1); H2SO4 (20percent SO3)/100percent HNO3 / 1 h / Heating
3: 1.) Na, 2.) PCl3 / 1.) MeOH, 24 h, room temp. 2.) chloroform, 2 h, reflux
4: 52 percent / NiCl2*6H2O/(C6H5)3P, Zn, KI / dimethylformamide / 12 h / 50 °C
5: 53 percent / 30percent H2O2, (CH3CO)2O, / 14 h / 100 °C
6: 77 percent / 33percent HBr/CH3COOH / 5 h / Heating
With sulfuric acid; sulfur trioxide; hydrogen bromide; dihydrogen peroxide; nitric acid; sodium; acetic anhydride; acetic acid; triphenylphosphine; potassium iodide; nickel dichloride; zinc; phosphorus trichloride; In N,N-dimethyl-formamide;
Multi-step reaction with 7 steps
1: 64 percent / (CH3CO)2O, 30percent H2O2 / 12 h / 80 °C
2: 44 percent / conc. H2SO4/H2SO4 (20percent SO3) (1:1); H2SO4 (20percent SO3)/100percent HNO3 / 1 h / Heating
3: 83 percent / Na / methanol / 72 h / Ambient temperature
4: 80 percent / PCl3 / CHCl3 / 2 h / Heating
5: 52 percent / NiCl2*6H2O/(C6H5)3P, Zn, KI / dimethylformamide / 12 h / 50 °C
6: 53 percent / 30percent H2O2, (CH3CO)2O, / 14 h / 100 °C
7: 77 percent / 33percent HBr/CH3COOH / 5 h / Heating
With sulfuric acid; sulfur trioxide; hydrogen bromide; dihydrogen peroxide; nitric acid; sodium; acetic anhydride; acetic acid; triphenylphosphine; potassium iodide; nickel dichloride; zinc; phosphorus trichloride; In methanol; chloroform; N,N-dimethyl-formamide;
Multi-step reaction with 7 steps
1: 54 percent / acetic anhydride, 30percent H2O2
2: 42 percent / 100percent HNO3/ 100percent H2SO4 containing 10percent SO3
3: Ambient temperature
4: PCl3
5: 25 percent / dimethylformamide / 4 h / 50 °C
6: 41 percent / Ac2O, H2O2
7: 30 percent / 33percent HBr, acetic acid / acetic acid / 4 h
With sulfuric acid; sulfur trioxide; hydrogen bromide; dihydrogen peroxide; nitric acid; acetic anhydride; acetic acid; phosphorus trichloride; In acetic acid; N,N-dimethyl-formamide;
2-chloro-3-fluoropyridine
17282-04-1

2-chloro-3-fluoropyridine

orelline
72016-31-0

orelline

Conditions
Conditions Yield
Multi-step reaction with 7 steps
1: 64 percent / (CH3CO)2O, 30percent H2O2 / 12 h / 80 °C
2: 44 percent / conc. H2SO4/H2SO4 (20percent SO3) (1:1); H2SO4 (20percent SO3)/100percent HNO3 / 1 h / Heating
3: 1.) Na, 2.) PCl3 / 1.) MeOH, 24 h, room temp. 2.) chloroform, 2 h, reflux
4: 52 percent / NiCl2*6H2O/(C6H5)3P, Zn, KI / dimethylformamide / 12 h / 50 °C
5: 53 percent / 30percent H2O2, (CH3CO)2O, / 14 h / 100 °C
6: 77 percent / 33percent HBr/CH3COOH / 5 h / Heating
7: 336 h / Irradiation
With sulfuric acid; sulfur trioxide; hydrogen bromide; dihydrogen peroxide; nitric acid; sodium; acetic anhydride; acetic acid; triphenylphosphine; potassium iodide; nickel dichloride; zinc; phosphorus trichloride; In N,N-dimethyl-formamide;
Multi-step reaction with 5 steps
1: 64 percent / (CH3CO)2O, 30percent H2O2 / 12 h / 80 °C
2: 44 percent / conc. H2SO4/H2SO4 (20percent SO3) (1:1); H2SO4 (20percent SO3)/100percent HNO3 / 1 h / Heating
3: 1.) Na, 2.) PCl3 / 1.) MeOH, 24 h, room temp. 2.) chloroform, 2 h, reflux
4: 52 percent / NiCl2*6H2O/(C6H5)3P, Zn, KI / dimethylformamide / 12 h / 50 °C
5: 46 percent / 33percent HBr/CH3COOH / 5 h / Heating
With sulfuric acid; sulfur trioxide; hydrogen bromide; dihydrogen peroxide; nitric acid; sodium; acetic anhydride; acetic acid; triphenylphosphine; potassium iodide; nickel dichloride; zinc; phosphorus trichloride; In N,N-dimethyl-formamide;
Multi-step reaction with 8 steps
1: 64 percent / (CH3CO)2O, 30percent H2O2 / 12 h / 80 °C
2: 44 percent / conc. H2SO4/H2SO4 (20percent SO3) (1:1); H2SO4 (20percent SO3)/100percent HNO3 / 1 h / Heating
3: 83 percent / Na / methanol / 72 h / Ambient temperature
4: 80 percent / PCl3 / CHCl3 / 2 h / Heating
5: 52 percent / NiCl2*6H2O/(C6H5)3P, Zn, KI / dimethylformamide / 12 h / 50 °C
6: 53 percent / 30percent H2O2, (CH3CO)2O, / 14 h / 100 °C
7: 77 percent / 33percent HBr/CH3COOH / 5 h / Heating
8: 336 h / Irradiation
With sulfuric acid; sulfur trioxide; hydrogen bromide; dihydrogen peroxide; nitric acid; sodium; acetic anhydride; acetic acid; triphenylphosphine; potassium iodide; nickel dichloride; zinc; phosphorus trichloride; In methanol; chloroform; N,N-dimethyl-formamide;
Multi-step reaction with 6 steps
1: 64 percent / (CH3CO)2O, 30percent H2O2 / 12 h / 80 °C
2: 44 percent / conc. H2SO4/H2SO4 (20percent SO3) (1:1); H2SO4 (20percent SO3)/100percent HNO3 / 1 h / Heating
3: 83 percent / Na / methanol / 72 h / Ambient temperature
4: 80 percent / PCl3 / CHCl3 / 2 h / Heating
5: 52 percent / NiCl2*6H2O/(C6H5)3P, Zn, KI / dimethylformamide / 12 h / 50 °C
6: 46 percent / 33percent HBr/CH3COOH / 5 h / Heating
With sulfuric acid; sulfur trioxide; hydrogen bromide; dihydrogen peroxide; nitric acid; sodium; acetic anhydride; acetic acid; triphenylphosphine; potassium iodide; nickel dichloride; zinc; phosphorus trichloride; In methanol; chloroform; N,N-dimethyl-formamide;
Multi-step reaction with 6 steps
1: 54 percent / acetic anhydride, 30percent H2O2
2: 42 percent / 100percent HNO3/ 100percent H2SO4 containing 10percent SO3
3: Ambient temperature
4: PCl3
5: 25 percent / dimethylformamide / 4 h / 50 °C
6: 46 percent / 33percent HBr / acetic acid / 4 h
With sulfuric acid; sulfur trioxide; hydrogen bromide; dihydrogen peroxide; nitric acid; acetic anhydride; phosphorus trichloride; In acetic acid; N,N-dimethyl-formamide;
2-chloro-3-fluoropyridine
17282-04-1

2-chloro-3-fluoropyridine

2,3-difluoropyridine
1513-66-2

2,3-difluoropyridine

Conditions
Conditions Yield
With tetramethylammonium fluoride; In dimethyl sulfoxide; at 80 ℃; for 24h; Inert atmosphere; Sealed tube;
65 %Spectr.
2-chloro-3-fluoropyridine
17282-04-1

2-chloro-3-fluoropyridine

4-(t-butyloxycarbonyl)piperazin-2-one
76003-29-7

4-(t-butyloxycarbonyl)piperazin-2-one

1,1-dimethylethyl 4-(3-fluoro-2-pyridinyl)-3-oxo-1-piperazinecarboxylate
1284243-49-7

1,1-dimethylethyl 4-(3-fluoro-2-pyridinyl)-3-oxo-1-piperazinecarboxylate

Conditions
Conditions Yield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In toluene; Inert atmosphere; Reflux;
16%

17282-04-1 Upstream products

17282-04-1 Downstream products

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