6-chloro-2-methoxy-3-methyl-4-[1-(phenylmethoxy)propyl]pyridine

Base Information

• Chemical Name: 6-chloro-2-methoxy-3-methyl-4-[1-(phenylmethoxy)propyl]pyridine
• CAS No.: 183433-86-5
• Molecular Formula: C₁₇H₂₀ClNO₂
• Molecular Weight: 305.804
• Mol file: 183433-86-5.mol

Synonyms:6-chloro-2-methoxy-3-methyl-4-[1-(phenylmethoxy)propyl]pyridine

Chemical Property of 6-chloro-2-methoxy-3-methyl-4-[1-(phenylmethoxy)propyl]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-chloro-2-methoxy-3-methyl-4-[1-(phenylmethoxy)propyl]pyridine

There total 4 articles about 6-chloro-2-methoxy-3-methyl-4-[1-(phenylmethoxy)propyl]pyridine 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: 90.0%

benzyl bromide (100-39-0) + 6-chloro-4-[1-hydroxypropyl]-2-methoxy-5-methylpyridine (183433-85-4) → 6-chloro-2-methoxy-3-methyl-4-[1-(phenylmethoxy)propyl]pyridine (183433-86-5)

Guidance literature:

6-chloro-4-[1-hydroxypropyl]-2-methoxy-5-methylpyridine; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

benzyl bromide; In tetrahydrofuran; at 20 ℃; for 8h;

DOI:10.1002/jhet.5570400407

Reference yield:

6-chloro-4-(2-ethyl-1,3-dioxolan-2-yl)-2-methoxypyridine (183433-64-9) → 6-chloro-2-methoxy-3-methyl-4-[1-(phenylmethoxy)propyl]pyridine (183433-86-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / heptane; hexane / 1.75 h / 0 °C

1.2: 66 percent / heptane; hexane / 2 h / 0 °C

2.1: 99 percent / aq. trifluoroacetic acid / 4 h / 40 °C

3.1: 85 percent / sodium borohydride / aq. methanol / 0.33 h / 0 °C

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C

4.2: 90 percent / tetrahydrofuran / 8 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane; n-heptane;

DOI:10.1002/jhet.5570400407

Reference yield:

6-chloro-2-methoxy-3-methyl-4-(1-oxopropyl)pyridine (183433-84-3) → 6-chloro-2-methoxy-3-methyl-4-[1-(phenylmethoxy)propyl]pyridine (183433-86-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / sodium borohydride / aq. methanol / 0.33 h / 0 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C

2.2: 90 percent / tetrahydrofuran / 8 h / 20 °C

With sodium tetrahydroborate; sodium hydride; In tetrahydrofuran; methanol;

DOI:10.1002/jhet.5570400407

upstream raw materials:

benzyl bromide

6-chloro-4-[1-hydroxypropyl]-2-methoxy-5-methylpyridine

6-chloro-4-(2-ethyl-1,3-dioxolan-2-yl)-2-methoxypyridine

6-chloro-2-methoxy-3-methyl-4-(1-oxopropyl)pyridine

Downstream raw materials:

(+/-) O-benzylmappicine

2,3-dihydro-6-methyl-7-[1-(phenylmethoxy)-propyl]-1,5-indolizinedione-2-carboxylic acid 1,1-dimethylethyl ester

1,6-dihydro-5-methyl-6-oxo-4-[1-(phenylmethoxy)propyl]-2-pyridinecarboxylic acid, propyl ester

2,3-dihydro-6-methyl-7-[1-(phenylmethoxy)-propyl]-1,5-indolizinedione