(5-Bromo-6-methylpyridin-2-yl)methanol

Base Information

• Chemical Name: (5-Bromo-6-methylpyridin-2-yl)methanol
• CAS No.: 137778-11-1
• Molecular Formula: C7H8BrNO
• Molecular Weight: 202.051
• DSSTox Substance ID: DTXSID70568127
• Wikidata: Q82454293
• Mol file: 137778-11-1.mol

Synonyms:(5-Bromo-6-methylpyridin-2-yl)methanol;137778-11-1;2-Pyridinemethanol, 5-bromo-6-methyl-;(5-bromo-6-methyl-2-pyridyl)methanol;MFCD19440530;SCHEMBL1577789;DTXSID70568127;JUUUESPVQDOIBC-UHFFFAOYSA-N;AKOS022173734;AB87975;AS-78788;SY323090;CS-0195371;A886405

Chemical Property of (5-Bromo-6-methylpyridin-2-yl)methanol

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 200.97893
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C=CC(=N1)CO)Br

Technology Process of (5-Bromo-6-methylpyridin-2-yl)methanol

There total 1 articles about (5-Bromo-6-methylpyridin-2-yl)methanol 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:

3-bromo-2,6-dimethylpyridine (3430-31-7) → (5-bromo-6-methylpyridin-2-yl)methanol (137778-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 3 h / 120 °C

2: 1) Ac₂O, 2) 3percent HCl / 1) 120 deg C, 3 h, 2) 60 deg C, 4 h then 24 h, RT

With hydrogenchloride; acetic anhydride;

DOI:10.1016/S0022-2860(96)09359-3

Reference yield: 86.0%

(5-bromo-6-methylpyridin-2-yl)methanol (137778-11-1) → 5-bromo-6-methyl-pyridine-2-carbaldehyde (137778-18-8)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; water; for 1.5h; Heating;

Reference yield:

(5-bromo-6-methylpyridin-2-yl)methanol (137778-11-1) → 8-(6-((dimethylamino)methyl)-2-methylpyridin-3-yl)-5-(((5-fluoro-2,3-dihydrobenzofuran-4-yl)methyl)amino)-2-(4-methoxybenzyl)pyrido[3,4-d]pyridazin-1(2H)-one

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / dichloromethane / 2 h / 60 °C

1.2: 2 h / 25 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 25 - 100 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; potassium acetate; potassium carbonate; In 1,4-dioxane; dichloromethane; water;

DOI:10.1021/acs.jmedchem.1c01161

upstream raw materials:

3-bromo-2,6-dimethylpyridine

Downstream raw materials:

5-bromo-6-methyl-pyridine-2-carbaldehyde

3-bromo-2-methyl-6-pyridinecarboxylic acid