N-(3-(5-methyl-2-S₈(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide

Base Information

• Chemical Name: N-(3-(5-methyl-2-S₈(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide
• CAS No.: 1625678-19-4
• Molecular Formula: C₁₈H₁₆N₄O₂S
• Molecular Weight: 352.417

Synonyms:N-(3-(5-methyl-2-S₈(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide

Chemical Property of N-(3-(5-methyl-2-S₈(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide

Chemical Property:

Purity/Quality:

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Technology Process of N-(3-(5-methyl-2-S₈(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide

There total 9 articles about N-(3-(5-methyl-2-S₈(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide 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: 98.0%

C15H14N4OS + acryloyl chloride (814-68-6,25189-84-8) → N-(3-(5-methyl-2-S8(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide (1625678-19-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.416667h;

Reference yield:

tert-butyl (3-((5-acetyl-2-(methylthio)pyrimidin-4-yl)amino)phenyl)carbamate (1584151-18-7) → N-(3-(5-methyl-2-S8(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide (1625678-19-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C

1.2: 3 h / -78 - 20 °C

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

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.42 h / 0 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

Reference yield:

tert-butyl (3-((5-(1-hydroxyethyl)-2-(methylthio)pyrimidin-4-yl)amino)phenyl)carbamate (1625677-96-4) → N-(3-(5-methyl-2-S8(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide (1625678-19-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 3 h / 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C

2.2: 3 h / -78 - 20 °C

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

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.42 h / 0 °C

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

upstream raw materials:

tert-butyl 3-(5-(formyl)-2-(methylmercapto)pyrimidine-4-ylamino)phenylcarbamate

tert-butyl (3-((5-acetyl-2-(methylthio)pyrimidin-4-yl)amino)phenyl)carbamate

tert-butyl (3-((5-(1-hydroxyethyl)-2-(methylthio)pyrimidin-4-yl)amino)phenyl)carbamate

tert-butyl (3-(5-methyl-2-(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)carbamate

Downstream raw materials:

N-(3-(5-methyl-2-(methylsulfinyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide

N-(3-(2-((2-methoxy-4-(4-methyl-1-piperazinyl)phenyl)amino)-5-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)-2-propenamide

N-(3-(2-((4-((1-(2-fluoroethyl)-3-azetidinyl)amino)-2-methoxyphenyl)amino)-5-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)-2-propenamide

N-(3-(5-methyl-2-((4-(4-methylpiperazin-1-yl)phenyl)amino)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide

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