ethyl 6-(benzyloxy)-3-bromo-5-ethylpyridine-2-carboxylate

Base Information

• Chemical Name: ethyl 6-(benzyloxy)-3-bromo-5-ethylpyridine-2-carboxylate
• CAS No.: 1269028-81-0
• Molecular Formula: C₁₇H₁₈BrNO₃
• Molecular Weight: 364.239
• Mol file: 1269028-81-0.mol

Synonyms:ethyl 6-(benzyloxy)-3-bromo-5-ethylpyridine-2-carboxylate

Chemical Property of ethyl 6-(benzyloxy)-3-bromo-5-ethylpyridine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of ethyl 6-(benzyloxy)-3-bromo-5-ethylpyridine-2-carboxylate

There total 6 articles about ethyl 6-(benzyloxy)-3-bromo-5-ethylpyridine-2-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: 99.0%

ethyl 3-bromo-5-ethyl-6-oxo-1,6-dihydropyridine-2-carboxylate (1269028-79-6) + benzyl bromide (100-39-0) → ethyl 6-(benzyloxy)-3-bromo-5-ethylpyridine-2-carboxylate (1269028-81-0)

Guidance literature:

With silver carbonate; In toluene; at 40 ℃; for 2h;

DOI:10.1016/j.bmc.2015.05.036

Reference yield:

5-Ethylpyridin-2-carbonsaeureethylester (13509-15-4) → ethyl 6-(benzyloxy)-3-bromo-5-ethylpyridine-2-carboxylate (1269028-81-0)

Guidance literature:

Multi-step reaction with 4 steps

1: m-chloroperoxybenzoic acid / acetonitrile / 20 h / 20 °C

2: trifluoroacetic anhydride / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

3: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 20 °C

4: silver carbonate / toluene / 2 h / 40 °C

With N-Bromosuccinimide; m-chloroperoxybenzoic acid; silver carbonate; trifluoroacetic anhydride; In N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/j.bmc.2015.05.036

Reference yield:

ethyl 5-ethylpyridine-2-carboxylate 1-oxide (1269028-76-3) → ethyl 6-(benzyloxy)-3-bromo-5-ethylpyridine-2-carboxylate (1269028-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic anhydride / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 20 °C

3: silver carbonate / toluene / 2 h / 40 °C

With N-Bromosuccinimide; silver carbonate; trifluoroacetic anhydride; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmc.2015.05.036

upstream raw materials:

ethyl 3-bromo-5-ethyl-6-oxo-1,6-dihydropyridine-2-carboxylate

benzyl bromide

5-Ethylpyridin-2-carbonsaeureethylester

ethyl 5-ethylpyridine-2-carboxylate 1-oxide

Downstream raw materials:

ethyl 3-amino-6-(benzyloxy)-5-ethylpyridine-2-carboxylate

ethyl 6-(benzyloxy)-5-ethyl-3-(methylamino)pyridine-2-carboxylate

ethyl 6-(benzyloxy)-3-[(2-ethoxy-2-oxoethyl)(methyl)amino]-5-ethylpyridine-2-carboxylate

ethyl 5-(benzyloxy)-6-ethyl-3-hydroxy-1-methyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylate