7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid

Base Information

• Chemical Name: 7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid
• CAS No.: 1356332-04-1
• Molecular Formula: C₂₈H₃₃N₃O₃
• Molecular Weight: 459.588
• Mol file: 1356332-04-1.mol

Synonyms:

Chemical Property of 7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid

There total 11 articles about 7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid 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:

tert-butyl 2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazine-5(6H)-carboxylate (1356332-66-5) → 7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid (1356332-04-1) + 7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid (1356332-10-9)

Guidance literature:

Multi-step reaction with 6 steps

1: N-Bromosuccinimide / dilauryl peroxide / chloroform / 1 h / Reflux

2: dichloromethane / 0.5 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

4: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C

5: sodium hydroxide / ethanol / 18 h / 20 °C

6: Phenomenex LUX C₂ / Resolution of racemate

With N-Bromosuccinimide; sodium tris(acetoxy)borohydride; trifluoroacetic acid; sodium hydroxide; dilauryl peroxide; In ethanol; dichloromethane; chloroform; 1,2-dichloro-ethane;

Reference yield:

1,2-di(4-methylphenyl)-1,2-ethanedione (3457-48-5) → 7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid (1356332-04-1) + 7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid (1356332-10-9)

Guidance literature:

Multi-step reaction with 9 steps

1: ethanol / 1.5 h / 85 °C

2: hydrogen / palladium 10% on activated carbon / ethanol; tetrahydrofuran / 20 °C / 75.01 Torr

3: dmap / tetrahydrofuran / 48 h / 20 °C

4: N-Bromosuccinimide / dilauryl peroxide / chloroform / 1 h / Reflux

5: dichloromethane / 0.5 h / 20 °C

6: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

7: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C

8: sodium hydroxide / ethanol / 18 h / 20 °C

9: Phenomenex LUX C₂ / Resolution of racemate

With N-Bromosuccinimide; hydrogen; sodium tris(acetoxy)borohydride; trifluoroacetic acid; sodium hydroxide; dmap; dilauryl peroxide; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; chloroform; 1,2-dichloro-ethane;

Reference yield:

2,3-di-p-tolylpyrido[2,3-b]pyrazine acetic acid salt → 7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid (1356332-04-1) + 7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid (1356332-10-9)

Guidance literature:

Multi-step reaction with 8 steps

1: hydrogen / palladium 10% on activated carbon / ethanol; tetrahydrofuran / 20 °C / 75.01 Torr

2: dmap / tetrahydrofuran / 48 h / 20 °C

3: N-Bromosuccinimide / dilauryl peroxide / chloroform / 1 h / Reflux

4: dichloromethane / 0.5 h / 20 °C

5: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

6: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C

7: sodium hydroxide / ethanol / 18 h / 20 °C

8: Phenomenex LUX C₂ / Resolution of racemate

With N-Bromosuccinimide; hydrogen; sodium tris(acetoxy)borohydride; trifluoroacetic acid; sodium hydroxide; dmap; dilauryl peroxide; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; chloroform; 1,2-dichloro-ethane;

upstream raw materials:

2,3-Diaminopyridine

ethyl 6-formylhexanoate

1,2-di(4-methylphenyl)-1,2-ethanedione

7-(8-hydroxy-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid