(R)-2-(piperidin-3-ylamino)-4-(m-tolylamino)pyrido[4,3-d]pyrimidin-5(6H)-one

Base Information

• Chemical Name: (R)-2-(piperidin-3-ylamino)-4-(m-tolylamino)pyrido[4,3-d]pyrimidin-5(6H)-one
• CAS No.: 1208169-91-8
• Molecular Formula: C₁₉H₂₂N₆O
• Molecular Weight: 350.423
• Mol file: 1208169-91-8.mol

Synonyms:(R)-2-(piperidin-3-ylamino)-4-(m-tolylamino)pyrido[4,3-d]pyrimidin-5(6H)-one

Chemical Property of (R)-2-(piperidin-3-ylamino)-4-(m-tolylamino)pyrido[4,3-d]pyrimidin-5(6H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(piperidin-3-ylamino)-4-(m-tolylamino)pyrido[4,3-d]pyrimidin-5(6H)-one

There total 13 articles about (R)-2-(piperidin-3-ylamino)-4-(m-tolylamino)pyrido[4,3-d]pyrimidin-5(6H)-one 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: 47.0%

tert-butyl (R)-3-((5-oxo-4-(m-tolylamino)-5,6-dihydropyrido[4,3-d]pyrimidin-2-yl)amino)piperidine-1-carboxylate trifluoroacetic acid salt → (R)-2-(piperidin-3-ylamino)-4-(m-tolylamino)pyrido[4,3-d]pyrimidin-5(6H)-one (1208169-91-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 5h;

DOI:10.1016/j.tetlet.2019.151312

Reference yield:

4-chloro-6-methyl-2-(methylthio)-pyrimidine-5-carbonitrile (1208170-17-5) → (R)-2-(piperidin-3-ylamino)-4-(m-tolylamino)pyrido[4,3-d]pyrimidin-5(6H)-one (1208169-91-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1.5 h / 75 °C

2.1: N,N-dimethyl-formamide / 1.5 h / 110 °C

3.1: acetic acid; hydrogen bromide / 0.33 h / 20 °C

4.1: acetic acid; hydrogenchloride; water / 1.5 h / 80 °C

5.1: 3-chloro-benzenecarboperoxoic acid / N,N-dimethyl-formamide / 4 h / 20 °C

5.2: 10 h / 50 °C

6.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 5 h / 20 °C

With hydrogenchloride; water; hydrogen bromide; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2019.151312

Reference yield:

(1-ethoxyethylidene)malononitrile (5417-82-3) → (R)-2-(piperidin-3-ylamino)-4-(m-tolylamino)pyrido[4,3-d]pyrimidin-5(6H)-one (1208169-91-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium methylate / methanol / 0 - 20 °C

2.1: magnesium sulfate; copper dichloride; tert.-butylnitrite / acetonitrile / 3 h / 80 °C

3.1: N,N-dimethyl-formamide / 1.5 h / 20 °C

4.1: N,N-dimethyl-formamide / 1 h / 110 °C

5.1: acetic acid; hydrogen bromide; water / 1.5 h / 83 °C

6.1: hydrogenchloride / isopropyl alcohol; water / 24 h / Reflux

7.1: 3-chloro-benzenecarboperoxoic acid / N,N-dimethyl-formamide / 4 h / 20 °C

7.2: 10 h / 50 °C

8.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 5 h / 20 °C

With hydrogenchloride; tert.-butylnitrite; water; hydrogen bromide; sodium methylate; magnesium sulfate; acetic acid; 3-chloro-benzenecarboperoxoic acid; copper dichloride; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;

DOI:10.1016/j.tetlet.2019.151312

upstream raw materials:

4-chloro-6-methyl-2-(methylthio)-pyrimidine-5-carbonitrile

4-methyl-6-[(3-methylphenyl)amino]-2-(methylthio)-5-pyrimidinecarbonitrile

4-[(E)-2-(dimethylamino)ethenyl]-6-[(3-methylphenyl)amino]-2-(methylthio)-5-pyrimidinecarbonitrile

4-[(3-methylphenyl)amino]-2-(methylthio)pyrido[4,3-d]pyrimidin-5(6H)-one