ethyl 2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylate

Base Information

• Chemical Name: ethyl 2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylate
• CAS No.: 333326-03-7
• Molecular Formula: C₂₅H₂₅NO₆
• Molecular Weight: 435.477

Synonyms:ethyl 2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylate

Chemical Property of ethyl 2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylate

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Technology Process of ethyl 2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylate

There total 2 articles about ethyl 2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-indeno[1,2-b]pyridine-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: 87.0%

ethyl 4a-bromo-2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4a,5-dihydroindeno[1,2-b]pyridine-3-carboxylate (1439358-83-4) → ethyl 2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylate (333326-03-7)

Guidance literature:

ethyl 4a-bromo-2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4a,5-dihydroindeno[1,2-b]pyridine-3-carboxylate; With sodium hydroxide; In water; acetone; at 20 ℃; for 0.0333333h;

With hydrogenchloride; In water; acetone; pH=4 - 5;

DOI:10.1016/j.tet.2013.04.060

Reference yield: 77.0%

2-(3,4,5 trimethoxybenzylidene)-1H-indene-1,3(2H)-dione (24760-34-7) + ethyl acetoacetate (141-97-9) → ethyl 2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylate (333326-03-7)

Guidance literature:

With ammonium acetate; acetic acid; for 0.5h; Reflux;

DOI:10.1016/j.tet.2013.04.060

Reference yield: 82.0%

ethyl 2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylate (333326-03-7) → ethyl 4a-bromo-2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4a,5-dihydroindeno[1,2-b]pyridine-3-carboxylate (1439358-83-4)

Guidance literature:

With N-Bromosuccinimide; In methanol; at 10 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2013.04.060

upstream raw materials:

2-(3,4,5 trimethoxybenzylidene)-1H-indene-1,3(2H)-dione

ethyl acetoacetate

ethyl 4a-bromo-2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4a,5-dihydroindeno[1,2-b]pyridine-3-carboxylate

Downstream raw materials:

ethyl 4a-bromo-2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4a,5-dihydroindeno[1,2-b]pyridine-3-carboxylate

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