4-(3-bromo-4-fluoro-phenyl)-2-(2-methoxy-ethyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 4-(3-bromo-4-fluoro-phenyl)-2-(2-methoxy-ethyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylic acid methyl ester
• CAS No.: 927663-90-9
• Molecular Formula: C₁₉H₁₉BrFNO₅
• Molecular Weight: 440.266
• Mol file: 927663-90-9.mol

Synonyms:4-(3-bromo-4-fluoro-phenyl)-2-(2-methoxy-ethyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylic acid methyl ester

Chemical Property of 4-(3-bromo-4-fluoro-phenyl)-2-(2-methoxy-ethyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-bromo-4-fluoro-phenyl)-2-(2-methoxy-ethyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylic acid methyl ester

There total 4 articles about 4-(3-bromo-4-fluoro-phenyl)-2-(2-methoxy-ethyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylic acid methyl ester 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: 57.0%

3-amino-5-methoxypent-2-enoic acid methyl ester (916520-55-3) + 2H-pyran-3,5(4H,6H)-dione (61363-56-2) + 3-bromo-4-fluorobenzaldehyde (77771-02-9) → 4-(3-bromo-4-fluoro-phenyl)-2-(2-methoxy-ethyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylic acid methyl ester (927663-90-9)

Guidance literature:

In ethanol; at 80 ℃; for 16h;

DOI:10.1021/jm060549u

Reference yield:

methyl 2-(prop-2-yn-1-yloxy)acetate (67500-49-6) → 4-(3-bromo-4-fluoro-phenyl)-2-(2-methoxy-ethyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylic acid methyl ester (927663-90-9)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄ / Hg(OAc)2 / methanol / 1 h / Heating

2: KO-t-Bu / 2-methyl-propan-2-ol; diethyl ether / 0.17 h / 0 °C

3: 57 percent / ethanol / 16 h / 80 °C

With sulfuric acid; potassium tert-butylate; mercury(II) diacetate; In methanol; diethyl ether; ethanol; tert-butyl alcohol;

DOI:10.1021/jm060549u

Reference yield:

methyl 5-methoxy-3-oxopentanoate (62462-05-9) → 4-(3-bromo-4-fluoro-phenyl)-2-(2-methoxy-ethyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylic acid methyl ester (927663-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NH₃ / ethanol / 16 h / 80 °C

2: 57 percent / ethanol / 16 h / 80 °C

With ammonium hydroxide; In ethanol;

DOI:10.1021/jm060549u

upstream raw materials:

3-amino-5-methoxypent-2-enoic acid methyl ester

2H-pyran-3,5(4H,6H)-dione

3-bromo-4-fluorobenzaldehyde

methyl 2-(prop-2-yn-1-yloxy)acetate