ethyl 4-hydroxy-2-oxo-6-phenethyl-1,2-dihydropyridine-3-carboxylate

Base Information

• Chemical Name: ethyl 4-hydroxy-2-oxo-6-phenethyl-1,2-dihydropyridine-3-carboxylate
• CAS No.: 1282619-44-6
• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.315
• Mol file: 1282619-44-6.mol

Synonyms:ethyl 4-hydroxy-2-oxo-6-phenethyl-1,2-dihydropyridine-3-carboxylate

Chemical Property of ethyl 4-hydroxy-2-oxo-6-phenethyl-1,2-dihydropyridine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-hydroxy-2-oxo-6-phenethyl-1,2-dihydropyridine-3-carboxylate

There total 4 articles about ethyl 4-hydroxy-2-oxo-6-phenethyl-1,2-dihydropyridine-3-carboxylate 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: 33.0%

ethyl 3-amino-5-phenylpent-2-enoate (855737-23-4) + diethyl malonate (105-53-3) → ethyl 4-hydroxy-2-oxo-6-phenethyl-1,2-dihydropyridine-3-carboxylate (1282619-44-6)

Guidance literature:

diethyl malonate; With sodium; In ethanol; for 1h;

ethyl 3-amino-5-phenylpent-2-enoate; In ethanol; for 96h; Reflux;

DOI:10.1021/jm400102x

Reference yield:

hydrocinnamic acid chloride (645-45-4) → ethyl 4-hydroxy-2-oxo-6-phenethyl-1,2-dihydropyridine-3-carboxylate (1282619-44-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine / dichloromethane / 8.5 h / 0 - 20 °C

2.1: 4 h / Reflux

3.1: ammonia / methanol / 8 h / Reflux; Sealed tube

4.1: sodium / ethanol / 1 h

4.2: 96 h / Reflux

With pyridine; ammonia; sodium; In methanol; ethanol; dichloromethane;

DOI:10.1021/jm400102x

Reference yield:

ethyl 3-oxo-5-phenylpentanoate (17071-29-3) → ethyl 4-hydroxy-2-oxo-6-phenethyl-1,2-dihydropyridine-3-carboxylate (1282619-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonia / methanol / 8 h / Reflux; Sealed tube

2.1: sodium / ethanol / 1 h

2.2: 96 h / Reflux

With ammonia; sodium; In methanol; ethanol;

DOI:10.1021/jm400102x

upstream raw materials:

hydrocinnamic acid chloride

ethyl 3-amino-5-phenylpent-2-enoate

diethyl malonate

ethyl 3-oxo-5-phenylpentanoate

Downstream raw materials:

ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate

4-(2-methylcyclohexyloxy)-6-phenethyl pyridin-2(1H)-one

2-(benzyloxy)-3-(2-hydroxypropan-2-yl)-6-phenethylpyridin-4-ol

2-(benzyloxy)-6-phenethyl-3-(prop-1-en-2-yl)pyridin-4-ol