3-(Bromomethyl)-2,6-dimethoxypyridine

Base Information

• Chemical Name: 3-(Bromomethyl)-2,6-dimethoxypyridine
• CAS No.: 934286-66-5
• Molecular Formula: C₈H₁₀BrNO₂
• Molecular Weight: 232.077
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90697246
• Wikidata: Q82627053
• Mol file: 934286-66-5.mol

Synonyms:3-(BROMOMETHYL)-2,6-DIMETHOXYPYRIDINE;934286-66-5;DTXSID90697246

Chemical Property of 3-(Bromomethyl)-2,6-dimethoxypyridine

Chemical Property:

• PSA: 31.35000
• LogP: 1.99370
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 230.98949
• Heavy Atom Count: 12
• Complexity: 134

Purity/Quality:

98% ^*data from raw suppliers

3-(Bromomethyl)-2,6-dimethoxypyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=NC(=C(C=C1)CBr)OC

Technology Process of 3-(Bromomethyl)-2,6-dimethoxypyridine

There total 4 articles about 3-(Bromomethyl)-2,6-dimethoxypyridine 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: 74.0%

(2,6-dimethoxypyridin-3-yl)methanol (562840-47-5) → C8H10NO2Br (934286-66-5)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 ℃; for 12h;

DOI:10.1016/j.bmcl.2006.12.034

Reference yield:

3-bromo-2,6-dimethoxypyridine (13445-16-4) → C8H10NO2Br (934286-66-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

1.2: 71 percent / tetrahydrofuran / 2 h

2.1: 89 percent / NaBH₄ / methanol / 2 h / 0 °C

3.1: 74 percent / PBr₃ / CH₂Cl₂ / 12 h / 0 °C

With sodium tetrahydroborate; n-butyllithium; phosphorus tribromide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2006.12.034

Reference yield:

2,6-dimethoxypyridine (6231-18-1,122797-02-8) → C8H10NO2Br (934286-66-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 77 percent / N-bromosuccinimide; pyridine / acetonitrile / 2 h / 0 °C

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

2.2: 71 percent / tetrahydrofuran / 2 h

3.1: 89 percent / NaBH₄ / methanol / 2 h / 0 °C

4.1: 74 percent / PBr₃ / CH₂Cl₂ / 12 h / 0 °C

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; phosphorus tribromide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2006.12.034

upstream raw materials:

(2,6-dimethoxypyridin-3-yl)methanol

3-bromo-2,6-dimethoxypyridine

2,6-dimethoxypyridine

2,6-dimethoxypyridine-3-carboxaldehyde

Downstream raw materials:

C₂₂H₃₁NO₄Si

C₂₂H₃₁NO₄Si

Refernces