methyl 5-((6-methoxy-2-(4-methoxyphenyl)-1-oxidobenzo[b]thiophen-3-yl)oxy)picolinate

Base Information

• Chemical Name: methyl 5-((6-methoxy-2-(4-methoxyphenyl)-1-oxidobenzo[b]thiophen-3-yl)oxy)picolinate
• CAS No.: 1622309-41-4
• Molecular Formula: C₂₃H₁₉NO₆S
• Molecular Weight: 437.473

Synonyms:methyl 5-((6-methoxy-2-(4-methoxyphenyl)-1-oxidobenzo[b]thiophen-3-yl)oxy)picolinate

Chemical Property of methyl 5-((6-methoxy-2-(4-methoxyphenyl)-1-oxidobenzo[b]thiophen-3-yl)oxy)picolinate

Chemical Property:

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Technology Process of methyl 5-((6-methoxy-2-(4-methoxyphenyl)-1-oxidobenzo[b]thiophen-3-yl)oxy)picolinate

There total 3 articles about methyl 5-((6-methoxy-2-(4-methoxyphenyl)-1-oxidobenzo[b]thiophen-3-yl)oxy)picolinate 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: 52.0%

methyl 5-hydroxypicolinate (30766-12-2) + 2-(4'-methoxyphenyl)-3-bromo-6-methoxybenzo[b]thiophene S-oxide (182133-00-2) → methyl 5-((6-methoxy-2-(4-methoxyphenyl)-1-oxidobenzo[b]thiophen-3-yl)oxy)picolinate (1622309-41-4)

Guidance literature:

methyl 5-hydroxypicolinate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.5h;

2-(4'-methoxyphenyl)-3-bromo-6-methoxybenzo[b]thiophene S-oxide; In N,N-dimethyl-formamide; mineral oil; at 80 ℃; for 18h;

Reference yield:

2-(4'-methoxyphenyl)-6-methoxybenzothiophene (63675-74-1) → methyl 5-((6-methoxy-2-(4-methoxyphenyl)-1-oxidobenzo[b]thiophen-3-yl)oxy)picolinate (1622309-41-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / tetrahydrofuran / 3 h / 0 - 20 °C

2.1: trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C

2.2: 1.5 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

3.2: 18 h / 80 °C

With N-Bromosuccinimide; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

3-bromo-6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene (176672-06-3) → methyl 5-((6-methoxy-2-(4-methoxyphenyl)-1-oxidobenzo[b]thiophen-3-yl)oxy)picolinate (1622309-41-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C

1.2: 1.5 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

2.2: 18 h / 80 °C

With sodium hydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

methyl 5-hydroxypicolinate

2-(4'-methoxyphenyl)-3-bromo-6-methoxybenzo[b]thiophene S-oxide

2-(4'-methoxyphenyl)-6-methoxybenzothiophene

3-bromo-6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene

Downstream raw materials:

(5-((6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)pyridin-2-yl)methanol

5-((6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)picolinaldehyde

(E)-methyl 3-(5-((6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)pyridin-2-yl)acrylate

(E)-3-(5-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)pyridin-2-yl)acrylic acid

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