3-benzyloxymethyl-1-(2-bromo-6-methoxyquinolin-3-ylmethyl)-4-(1-ethylpropenyl)-1H-pyridin-2-one

Base Information

• Chemical Name: 3-benzyloxymethyl-1-(2-bromo-6-methoxyquinolin-3-ylmethyl)-4-(1-ethylpropenyl)-1H-pyridin-2-one
• CAS No.: 916755-45-8
• Molecular Formula: C₂₉H₂₉BrN₂O₃
• Molecular Weight: 533.465
• Mol file: 916755-45-8.mol

Synonyms:3-benzyloxymethyl-1-(2-bromo-6-methoxyquinolin-3-ylmethyl)-4-(1-ethylpropenyl)-1H-pyridin-2-one

Chemical Property of 3-benzyloxymethyl-1-(2-bromo-6-methoxyquinolin-3-ylmethyl)-4-(1-ethylpropenyl)-1H-pyridin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzyloxymethyl-1-(2-bromo-6-methoxyquinolin-3-ylmethyl)-4-(1-ethylpropenyl)-1H-pyridin-2-one

There total 3 articles about 3-benzyloxymethyl-1-(2-bromo-6-methoxyquinolin-3-ylmethyl)-4-(1-ethylpropenyl)-1H-pyridin-2-one 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%

3-benzyloxymethyl-4-(1-ethylpropenyl)-1H-pyridin-2-one + 2-bromo-3-(bromomethyl)-6-methoxyquinoline → 3-benzyloxymethyl-1-(2-bromo-6-methoxyquinolin-3-ylmethyl)-4-(1-ethylpropenyl)-1H-pyridin-2-one (916755-45-8)

Guidance literature:

With potassium tert-butylate; In 1,2-dimethoxyethane; for 6h; Heating;

DOI:10.1002/ejoc.200600298

Reference yield:

3-benzyloxymethyl-4-[(E/Z)-1-ethylpropenyl]-2-methoxypyridine → 3-benzyloxymethyl-1-(2-bromo-6-methoxyquinolin-3-ylmethyl)-4-(1-ethylpropenyl)-1H-pyridin-2-one (916755-45-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 84.4 percent / TMSCl; NaI / acetonitrile / 30 h / 20 °C

2: 90 percent / potassium tert-butoxide / 1,2-dimethoxy-ethane / 6 h / Heating

With chloro-trimethyl-silane; potassium tert-butylate; sodium iodide; In 1,2-dimethoxyethane; acetonitrile;

DOI:10.1002/ejoc.200600298

Reference yield:

1-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-1-propanone (186668-50-8) → 3-benzyloxymethyl-1-(2-bromo-6-methoxyquinolin-3-ylmethyl)-4-(1-ethylpropenyl)-1H-pyridin-2-one (916755-45-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: KN(SiMe₃)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.25 h / 20 °C

1.2: 95.6 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 4 h / -85 - 20 °C

2.1: 84.4 percent / TMSCl; NaI / acetonitrile / 30 h / 20 °C

3.1: 90 percent / potassium tert-butoxide / 1,2-dimethoxy-ethane / 6 h / Heating

With chloro-trimethyl-silane; potassium tert-butylate; potassium hexamethylsilazane; sodium iodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; acetonitrile; 1.1: Wittig reaction;

DOI:10.1002/ejoc.200600298

upstream raw materials:

1-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-1-propanone

Downstream raw materials:

8-benzyloxymethyl-7-(1-ethylpropenyl)-2-methoxy-11H-indolizino[1,2-b]quinolin-9-one