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

Base Information

• Chemical Name: ethyl 6-(benzyloxy)-5-ethyl-3-(methylamino)pyridine-2-carboxylate
• CAS No.: 1269028-84-3
• Molecular Formula: C₁₈H₂₂N₂O₃
• Molecular Weight: 314.384
• Mol file: 1269028-84-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about ethyl 6-(benzyloxy)-5-ethyl-3-(methylamino)pyridine-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: 87.0%

ethyl 3-amino-6-(benzyloxy)-5-ethylpyridine-2-carboxylate (1269028-82-1) + methyl iodide (74-88-4) → ethyl 6-(benzyloxy)-5-ethyl-3-(methylamino)pyridine-2-carboxylate (1269028-84-3)

Guidance literature:

ethyl 3-amino-6-(benzyloxy)-5-ethylpyridine-2-carboxylate; With di-tert-butyl dicarbonate; In tert-butyl alcohol; at 90 ℃; for 18h;

methyl iodide; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

With hydrogenchloride; In water; ethyl acetate; at 0 ℃; for 2h;

Reference yield: 87.0%

C22H28N2O5 + methyl iodide (74-88-4) → ethyl 6-(benzyloxy)-5-ethyl-3-(methylamino)pyridine-2-carboxylate (1269028-84-3)

Guidance literature:

C₂₂H₂₈N₂O₅; methyl iodide; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

With hydrogenchloride; In ethyl acetate; at 0 ℃; for 2h;

DOI:10.1016/j.bmc.2015.05.036

Reference yield:

5-Ethylpyridin-2-carbonsaeureethylester (13509-15-4) → ethyl 6-(benzyloxy)-5-ethyl-3-(methylamino)pyridine-2-carboxylate (1269028-84-3)

Guidance literature:

Multi-step reaction with 8 steps

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

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

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

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

5.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 22 h / 100 °C / Inert atmosphere

6.1: hydrogenchloride; water / tetrahydrofuran / 1 h / 20 °C

7.1: tert-butyl alcohol / 18 h / 90 °C

8.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C

8.2: 2 h / 0 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; m-chloroperoxybenzoic acid; water; caesium carbonate; silver carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic anhydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;

DOI:10.1016/j.bmc.2015.05.036

upstream raw materials:

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

methyl iodide

5-Ethylpyridin-2-carbonsaeureethylester

ethyl 5-ethylpyridine-2-carboxylate 1-oxide

Downstream raw materials:

6-ethyl-1-methyl-5-[(phenylcarbonyl)amino]-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid

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

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

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