methyl 3-[1-(6-chloropyridazin-3-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl]-4-methoxybenzoate

Base Information

• Chemical Name: methyl 3-[1-(6-chloropyridazin-3-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl]-4-methoxybenzoate
• CAS No.: 940891-77-0
• Molecular Formula: C₂₀H₂₁ClN₂O₄Si
• Molecular Weight: 416.936
• Mol file: 940891-77-0.mol

Synonyms:methyl 3-[1-(6-chloropyridazin-3-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl]-4-methoxybenzoate

Chemical Property of methyl 3-[1-(6-chloropyridazin-3-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl]-4-methoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-[1-(6-chloropyridazin-3-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl]-4-methoxybenzoate

There total 3 articles about methyl 3-[1-(6-chloropyridazin-3-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl]-4-methoxybenzoate 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:

methyl 3-[(6-chloropyridazin-3-yl)methyl]-4-methoxybenzoate (940891-76-9) + ethyl 3-(trimethylsilyl)propynoate (16205-84-8) → methyl 3-[1-(6-chloropyridazin-3-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl]-4-methoxybenzoate (940891-77-0)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 0 ℃; for 0.5h;

Reference yield:

4-Methoxy-3-methylbenzoesaeure-methylester (70347-04-5) → methyl 3-[1-(6-chloropyridazin-3-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl]-4-methoxybenzoate (940891-77-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / Reflux

2.1: zinc / tetrahydrofuran / 2 h / 0 °C

2.2: 0.5 h / 75 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

With N-Bromosuccinimide; lithium hexamethyldisilazane; zinc; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane;

DOI:10.1016/j.bmcl.2012.07.040

Reference yield:

methyl 3-(bromomethyl)-4-methoxy-benzoate → methyl 3-[1-(6-chloropyridazin-3-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl]-4-methoxybenzoate (940891-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: zinc / tetrahydrofuran / 2 h / 0 °C

1.2: 0.5 h / 75 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

With lithium hexamethyldisilazane; zinc; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2012.07.040

upstream raw materials:

methyl 3-[(6-chloropyridazin-3-yl)methyl]-4-methoxybenzoate

ethyl 3-(trimethylsilyl)propynoate

4-Methoxy-3-methylbenzoesaeure-methylester

Downstream raw materials:

3-[2-(2,4-difluorophenoxy)-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl]-4-methoxybenzoic acid

2-(2,4-difluorophenoxy)-5-[2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]-6H-pyrido[1,2-b]pyridazin-6-one