5-Bromo-3-methoxy-2-methylpyridine

Base Information

• Chemical Name: 5-Bromo-3-methoxy-2-methylpyridine
• CAS No.: 1150617-80-3
• Molecular Formula: C7H8BrNO
• Molecular Weight: 202.0485
• Hs Code.: 2933399090
• Mol file: 1150617-80-3.mol

Synonyms:5-bromo-3-methoxy-2-methylpyridine

Chemical Property of 5-Bromo-3-methoxy-2-methylpyridine

Chemical Property:

• Boiling Point: 218.613 °C at 760 mmHg
• PKA: 3.67±0.10(Predicted)
• Flash Point: 86.014 °C
• PSA: 22.12000
• Density: 1.452 g/cm³
• LogP: 2.16110
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-3-methoxy-2-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Bromo-3-methoxy-2-methylpyridine

There total 3 articles about 5-Bromo-3-methoxy-2-methylpyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

2,5-dibromo-3-methoxy-pyridine (1142191-57-8) + methylmagnesium bromide (75-16-1) → 5-bromo-3-methoxy-2-methylpyridine (1150617-80-3)

Guidance literature:

2,5-dibromo-3-methoxy-pyridine; methylmagnesium bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; toluene; Cooling with ice; Reflux;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; water; toluene;

Reference yield: 61.5%

2-methyl-3-hydroxy-5-bromopyridine (91420-25-6) + methyl iodide (74-88-4) → 5-bromo-3-methoxy-2-methylpyridine (1150617-80-3)

Guidance literature:

With caesium carbonate; In acetonitrile; at 25 ℃; for 1.5h;

Reference yield:

5-bromo-2-methylpyridin-3-ylamine (914358-73-9) → 5-bromo-3-methoxy-2-methylpyridine (1150617-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium nitrite; sulfuric acid / water / 1 h / 0 °C

1.2: 12 h / 100 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C

With sulfuric acid; potassium carbonate; sodium nitrite; In water; N,N-dimethyl-formamide;

DOI:10.1021/jacs.1c04431

upstream raw materials:

2,5-dibromo-3-methoxy-pyridine

methylmagnesium bromide

5-bromo-2-methylpyridin-3-ylamine

2-methyl-3-hydroxy-5-bromopyridine

Refernces

• 1、 -. "C3-SUBSTITUTED 1H-PYRAZOLO[4,3-d]PYRIMIDINE COMPOUNDS AS TOLL-LIKE RECEPTOR 7 (TLR7) AGONISTS". Paragraph 00152; 00205. . Retrieved 2021/08/06.
• 2、 -. "TETRAHYDROTHIAZOLOPYRIDINE INHIBITORS OF PHOSPHATIDYLINOSITOL 3-KINASE". Page/Page column 46; 48. . Retrieved 2010/09/17.