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Cas Database

80636-00-6

80636-00-6

Identification

  • Product Name:2-(3-methoxyphenyl)-4-methylpyridine

  • CAS Number: 80636-00-6

  • EINECS:

  • Molecular Weight:199.252

  • Molecular Formula: C13H13NO

  • HS Code:

  • Mol File:80636-00-6.mol

Synonyms:2-(3-methoxyphenyl)-4-methylpyridine

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • 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

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Relevant articles and documentsAll total 2 Articles be found

Tetrabutylammonium 2-pyridyltriolborate salts for Suzuki-Miyaura cross-coupling reactions with aryl chlorides

Sakashita, Shohei,Takizawa, Miho,Sugai, Juugaku,Ito, Hajime,Yamamoto, Yasunori

supporting information, p. 4308 - 4311 (2013/09/24)

Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of tetrabutylammonium 2-pyridyltriolborate salts with various aryl (heteroaryl) chlorides can produce the corresponding desired coupling products with good to excellent yields. These tetrabutylammonium salts are more reactive than the corresponding lithium salts. The coupling reactions with aryl chlorides progressed in the presence of PdCl2dcpp (3 mol %) and CuI/MeNHCH 2CH2OH (20 mol %) in anhydrous DMF without bases.

Synthesis in 3 Azafluorene Group. Part-III

Chatterjea, J. N.,Shaw, S. C.,Prasad, Y.,Singh, R. P.

, p. 1028 - 1031 (2007/10/02)

The Hey-Elks route to arylated pyridines has been utilised in the synthesis of 3-azafluorenes.The pyrido-coumarin (23) and the related chromene (24) have been synthesised.

Process route upstream and downstream products

Process route

1-chloro-3-methoxy-benzene
2845-89-8

1-chloro-3-methoxy-benzene

C<sub>11</sub>H<sub>15</sub>BNO<sub>3</sub><sup>(1-)</sup>*C<sub>16</sub>H<sub>36</sub>N<sup>(1+)</sup>

C11H15BNO3(1-)*C16H36N(1+)

2-(3-methoxyphenyl)-4-methylpyridine
80636-00-6

2-(3-methoxyphenyl)-4-methylpyridine

Conditions
Conditions Yield
With (2-hydroxyethyl)(methyl)amine; copper(l) iodide; dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium; In N,N-dimethyl-formamide; at 100 ℃; for 16h; Inert atmosphere;
99%
2-Bromo-4-picoline
4926-28-7

2-Bromo-4-picoline

2-(3-methoxyphenyl)-4-methylpyridine
80636-00-6

2-(3-methoxyphenyl)-4-methylpyridine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 °C / Inert atmosphere
1.3: 5 h / 20 °C / Inert atmosphere
2.1: methanol / 15 h / 20 °C / Inert atmosphere
3.1: dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium; copper(l) iodide; (2-hydroxyethyl)(methyl)amine / N,N-dimethyl-formamide / 16 h / 100 °C / Inert atmosphere
With (2-hydroxyethyl)(methyl)amine; copper(l) iodide; n-butyllithium; dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 3.1: |Suzuki-Miyaura Coupling;
C<sub>11</sub>H<sub>15</sub>BNO<sub>3</sub><sup>(1-)</sup>*Li<sup>(1+)</sup>

C11H15BNO3(1-)*Li(1+)

2-(3-methoxyphenyl)-4-methylpyridine
80636-00-6

2-(3-methoxyphenyl)-4-methylpyridine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: methanol / 15 h / 20 °C / Inert atmosphere
2: dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium; copper(l) iodide; (2-hydroxyethyl)(methyl)amine / N,N-dimethyl-formamide / 16 h / 100 °C / Inert atmosphere
With (2-hydroxyethyl)(methyl)amine; copper(l) iodide; dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium; In methanol; N,N-dimethyl-formamide; 2: |Suzuki-Miyaura Coupling;
2-(3-methoxyphenyl)-4-methylpyridine
80636-00-6

2-(3-methoxyphenyl)-4-methylpyridine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: concd. hydrochloric acid, sodium nitrite; sodium carbonate / H2O / 4 °C
2: hydrogen chloride / 100 °C
With hydrogenchloride; sodium carbonate; sodium nitrite; In water;
picoline
108-89-4

picoline

1-(m-methoxyphenyl)-3,3-dimethyltriazen
20241-04-7

1-(m-methoxyphenyl)-3,3-dimethyltriazen

2-(3-methoxyphenyl)-4-methylpyridine
80636-00-6

2-(3-methoxyphenyl)-4-methylpyridine

3-(3-Methoxy-phenyl)-4-methyl-pyridine

3-(3-Methoxy-phenyl)-4-methyl-pyridine

Conditions
Conditions Yield
With hydrogenchloride; at 100 ℃;
1-chloro-3-methoxy-benzene
2845-89-8

1-chloro-3-methoxy-benzene

C<sub>11</sub>H<sub>15</sub>BNO<sub>3</sub><sup>(1-)</sup>*C<sub>16</sub>H<sub>36</sub>N<sup>(1+)</sup>

C11H15BNO3(1-)*C16H36N(1+)

2-(3-methoxyphenyl)-4-methylpyridine
80636-00-6

2-(3-methoxyphenyl)-4-methylpyridine

Conditions
Conditions Yield
With (2-hydroxyethyl)(methyl)amine; copper(l) iodide; dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium; In N,N-dimethyl-formamide; at 100 ℃; for 16h; Inert atmosphere;
99%
2-Bromo-4-picoline
4926-28-7

2-Bromo-4-picoline

2-(3-methoxyphenyl)-4-methylpyridine
80636-00-6

2-(3-methoxyphenyl)-4-methylpyridine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 °C / Inert atmosphere
1.3: 5 h / 20 °C / Inert atmosphere
2.1: methanol / 15 h / 20 °C / Inert atmosphere
3.1: dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium; copper(l) iodide; (2-hydroxyethyl)(methyl)amine / N,N-dimethyl-formamide / 16 h / 100 °C / Inert atmosphere
With (2-hydroxyethyl)(methyl)amine; copper(l) iodide; n-butyllithium; dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 3.1: |Suzuki-Miyaura Coupling;
C<sub>11</sub>H<sub>15</sub>BNO<sub>3</sub><sup>(1-)</sup>*Li<sup>(1+)</sup>

C11H15BNO3(1-)*Li(1+)

2-(3-methoxyphenyl)-4-methylpyridine
80636-00-6

2-(3-methoxyphenyl)-4-methylpyridine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: methanol / 15 h / 20 °C / Inert atmosphere
2: dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium; copper(l) iodide; (2-hydroxyethyl)(methyl)amine / N,N-dimethyl-formamide / 16 h / 100 °C / Inert atmosphere
With (2-hydroxyethyl)(methyl)amine; copper(l) iodide; dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium; In methanol; N,N-dimethyl-formamide; 2: |Suzuki-Miyaura Coupling;
2-(3-methoxyphenyl)-4-methylpyridine
80636-00-6

2-(3-methoxyphenyl)-4-methylpyridine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: concd. hydrochloric acid, sodium nitrite; sodium carbonate / H2O / 4 °C
2: hydrogen chloride / 100 °C
With hydrogenchloride; sodium carbonate; sodium nitrite; In water;
picoline
108-89-4

picoline

1-(m-methoxyphenyl)-3,3-dimethyltriazen
20241-04-7

1-(m-methoxyphenyl)-3,3-dimethyltriazen

2-(3-methoxyphenyl)-4-methylpyridine
80636-00-6

2-(3-methoxyphenyl)-4-methylpyridine

3-(3-Methoxy-phenyl)-4-methyl-pyridine

3-(3-Methoxy-phenyl)-4-methyl-pyridine

Conditions
Conditions Yield
With hydrogenchloride; at 100 ℃;

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