methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate

Base Information

• Chemical Name: methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate
• CAS No.: 1262197-81-8
• Molecular Formula: C₁₂H₁₃N₃O₃
• Molecular Weight: 247.254
• Hs Code.: 2933399990
• Mol file: 1262197-81-8.mol

Synonyms:

Chemical Property of methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate

Chemical Property:

Purity/Quality:

Methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate ^*data from reagent suppliers

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Technology Process of methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate

There total 8 articles about methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)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: 100.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 6-bromo-2-methoxy-3-(4-methyl-1H-imidazol-1-yl)pyridine (1123194-98-8) → methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate (1262197-81-8)

Guidance literature:

With triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; at 70 ℃; for 1h; under 375.038 - 2250.23 Torr;

Reference yield:

methanol (67-56-1) + carbon dioxide (124-38-9,18923-20-1) + 6-bromo-2-methoxy-3-(4-methyl-1H-imidazol-1-yl)pyridine (1123194-98-8) → methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate (1262197-81-8)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; at 60 ℃; for 4h; under 3102.97 Torr; Autoclave;

Reference yield:

2,6-dibromo-3-aminopyridine (39856-57-0) → methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate (1262197-81-8)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium / 1,4-dioxane

2: acetic anhydride

3: potassium iodide; caesium carbonate / N,N-dimethyl-formamide

4: ammonium acetate; acetic acid

5: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine / dichloromethane

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; ammonium acetate; sodium; acetic anhydride; caesium carbonate; acetic acid; triethylamine; potassium iodide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.joc.8b02953

upstream raw materials:

methanol

carbon monoxide

6-bromo-2-methoxy-3-(4-methyl-1H-imidazol-1-yl)pyridine

pyridin-3-ylamine

Downstream raw materials:

5-(4-Methyl-1H-imidazol-1-yl)-6-oxo-1,6-dihydropyridine-2-carboxylic acid, hydrochloride salt

7-(4-methyl-1H-imidazol-1-yl)-3,4-dihydropyrido[2,1-c]-[1,4]oxazine-1,6-dione

2-{2-[4-chloro-2-(trifluoromethyl)phenoxy]ethyl}-7-(4-methyl-1H-imidazol-1-yl)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-dione

7-(4-methyl-1H-imidazol-1-yl)-2-(2-{3-[4-(pent-4-yn-1-yloxy)-benzoyl]phenoxy}ethyl)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-dione

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