4-(Bromomethyl)-2-chloro-6-methoxypyridine

Base Information

• Chemical Name: 4-(Bromomethyl)-2-chloro-6-methoxypyridine
• CAS No.: 478946-80-4
• Molecular Formula: C₇H₇BrClNO
• Molecular Weight: 236.496
• European Community (EC) Number: 887-727-4
• Mol file: 478946-80-4.mol

Synonyms:4-(bromomethyl)-2-chloro-6-methoxypyridine;478946-80-4;4-BROMOMETHYL-2-CHLORO-6-METHOXY-PYRIDINE;SCHEMBL6688414;ZODLIXQRAVICAH-UHFFFAOYSA-N;AKOS015963785;EN300-7719098

Chemical Property of 4-(Bromomethyl)-2-chloro-6-methoxypyridine

Chemical Property:

• Melting Point: 51-51.5 °C
• Boiling Point: 286.3±35.0 °C(Predicted)
• PKA: 0.41±0.10(Predicted)
• Density: 1.596±0.06 g/cm3(Predicted)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 234.93995
• Heavy Atom Count: 11
• Complexity: 125

Purity/Quality:

95% ^*data from raw suppliers

4-Bromomethyl-2-chloro-6-methoxy-pyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC(=CC(=C1)CBr)Cl

Technology Process of 4-(Bromomethyl)-2-chloro-6-methoxypyridine

There total 5 articles about 4-(Bromomethyl)-2-chloro-6-methoxypyridine 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: 98.0%

2-chloro-4-hydroxymethyl-6-methoxypyridine (193001-91-1) → 4-(bromomethyl)-2-chloro-6-methoxypyridine (478946-80-4)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In benzene; at 20 ℃; for 16h;

DOI:10.1002/ejoc.200300059

Reference yield: 34.0%

triphenylphosphine (603-35-0) + 2-chloro-4-hydroxymethyl-6-methoxypyridine (193001-91-1) → 4-(bromomethyl)-2-chloro-6-methoxypyridine (478946-80-4)

Guidance literature:

triphenylphosphine; With bromine; In dichloromethane; at 0 ℃; for 0.5h;

2-chloro-4-hydroxymethyl-6-methoxypyridine; In dichloromethane; for 2h;

Reference yield:

2,6-dichloropyridine-4-carboxylic acid (5398-44-7) → 4-(bromomethyl)-2-chloro-6-methoxypyridine (478946-80-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / NaOMe / 48 h / Heating

2: BH₃*THF / tetrahydrofuran / 0 - 20 °C

3: 60 percent / Ph₃P; imidazole; CBr₄ / tetrahydrofuran / 4 h / 20 °C

With 1H-imidazole; borane-THF; carbon tetrabromide; sodium methylate; triphenylphosphine; In tetrahydrofuran;

DOI:10.1016/S0040-4020(02)00670-1

upstream raw materials:

2-chloro-4-hydroxymethyl-6-methoxypyridine

2-chloro-6-methoxy-isonicotinic acid

citrazinic acid

2,6-dichloropyridine-4-carboxylic acid

Downstream raw materials:

5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{6-methoxy-4-[(methylsulfanyl)methyl]pyridin-2-yl}pyridin-2-amine

2,2,2-trifluoro-N-{[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methoxypyridin-4-yl)methyl](methyl)-λ⁴-sulfanylidene}acetamide

(rac)-5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{6-methoxy-4-[(S-methylsulfonimidoyl)methyl]pyridin-2-yl}pyridin-2-amine

(rac)-ethyl {[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}carbamate