N₁-(3-fluoro-4-(2-(5-((N-(2-methoxyethyl)acetamido)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N₃-(3-(methylsulfonyl)phenyl)malonamide

Base Information

• Chemical Name: N₁-(3-fluoro-4-(2-(5-((N-(2-methoxyethyl)acetamido)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N₃-(3-(methylsulfonyl)phenyl)malonamide
• CAS No.: 1187212-81-2
• Molecular Formula: C₃₄H₃₂FN₅O₇S₂
• Molecular Weight: 705.788

Synonyms:

Chemical Property of N₁-(3-fluoro-4-(2-(5-((N-(2-methoxyethyl)acetamido)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N₃-(3-(methylsulfonyl)phenyl)malonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of N₁-(3-fluoro-4-(2-(5-((N-(2-methoxyethyl)acetamido)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N₃-(3-(methylsulfonyl)phenyl)malonamide

There total 8 articles about N₁-(3-fluoro-4-(2-(5-((N-(2-methoxyethyl)acetamido)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N₃-(3-(methylsulfonyl)phenyl)malonamide 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:

C37H38FN5O8S2 (1187214-06-7) → N1-(3-fluoro-4-(2-(5-((N-(2-methoxyethyl)acetamido)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-(3-(methylsulfonyl)phenyl)malonamide (1187212-81-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

2: 60 h / 20 °C

With trifluoroacetic acid; In dichloromethane;

Reference yield:

N-((6-bromopyridin-3-yl)methyl)-2-methoxyethan-1-amine (1123837-99-9) → N1-(3-fluoro-4-(2-(5-((N-(2-methoxyethyl)acetamido)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-(3-(methylsulfonyl)phenyl)malonamide (1187212-81-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: tetrahydrofuran / 16 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: 1 h / -78 - 20 °C

2.3: 1 h / Reflux

3.1: potassium tert-butylate / dimethyl sulfoxide / 0.5 h

3.2: 0.75 h / 100 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C

5.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 48 h / 20 °C

5.2: pH 4

6.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

8.1: 60 h / 20 °C

With n-butyllithium; lithium hydroxide monohydrate; potassium tert-butylate; water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

tert-butyl {[6-(7-chlorothieno[3,2-b]pyridin-2-yl)pyridin-3-yl]methyl}(2-methoxyethyl)carbamate (1123838-02-7) → N1-(3-fluoro-4-(2-(5-((N-(2-methoxyethyl)acetamido)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-(3-(methylsulfonyl)phenyl)malonamide (1187212-81-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium tert-butylate / dimethyl sulfoxide / 0.5 h

1.2: 0.75 h / 100 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C

3.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 48 h / 20 °C

3.2: pH 4

4.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

6.1: 60 h / 20 °C

With lithium hydroxide monohydrate; potassium tert-butylate; water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

N-((6-bromopyridin-3-yl)methyl)-2-methoxyethan-1-amine

tert-butyl [(6-bromopyridin-3-yl)methyl](2-methoxyethyl)carbamate

tert-butyl {[6-(7-chlorothieno[3,2-b]pyridin-2-yl)pyridin-3-yl]methyl}(2-methoxyethyl)carbamate

tert-butyl {[6-[7-(4-amino-2-fluorophenoxy)thieno[3,2-b]pyridin-2-yl]pyridin-3-yl]methyl}(2-methoxyethyl)carbamate

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