N₁-(3-fluoro-4-(2-(5-((2-methoxyethylammo)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-((2-methoxyethylammo)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N₃-(3-(methylsulfonyl)phenyl)malonamide
• CAS No.: 1187212-80-1
• Molecular Formula: C₃₂H₃₀FN₅O₆S₂
• Molecular Weight: 663.751

Synonyms:N₁-(3-fluoro-4-(2-(5-((2-methoxyethylammo)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N₃-(3-(methylsulfonyl)phenyl)malonamide

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

Chemical Property:

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Technology Process of N₁-(3-fluoro-4-(2-(5-((2-methoxyethylammo)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-((2-methoxyethylammo)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: 29.9%

C37H38FN5O8S2 (1187214-06-7) → N1-(3-fluoro-4-(2-(5-((2-methoxyethylammo)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-(3-(methylsulfonyl)phenyl)malonamide (1187212-80-1)

Guidance literature:

C₃₇H₃₈FN₅O₈S₂; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 18h;

With sodium hydroxide; In dichloromethane; water;

Reference yield:

N-((6-bromopyridin-3-yl)methyl)-2-methoxyethan-1-amine (1123837-99-9) → N1-(3-fluoro-4-(2-(5-((2-methoxyethylammo)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-(3-(methylsulfonyl)phenyl)malonamide (1187212-80-1)

Guidance literature:

Multi-step reaction with 7 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

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-((2-methoxyethylammo)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-(3-(methylsulfonyl)phenyl)malonamide (1187212-80-1)

Guidance literature:

Multi-step reaction with 5 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

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:

C₃₇H₃₈FN₅O₈S₂

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

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