1,6-dihydro-5-methyl-6-oxo-4-[1-(phenylmethoxy)propyl]-2-pyridinecarboxylic acid, propyl ester

Base Information

Chemical Name:1,6-dihydro-5-methyl-6-oxo-4-[1-(phenylmethoxy)propyl]-2-pyridinecarboxylic acid, propyl ester
CAS No.:183433-88-7
Molecular Formula:C₂₀H₂₅NO₄
Molecular Weight:343.423
Hs Code.:

Synonyms:1,6-dihydro-5-methyl-6-oxo-4-[1-(phenylmethoxy)propyl]-2-pyridinecarboxylic acid, propyl ester

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Chemical Property of 1,6-dihydro-5-methyl-6-oxo-4-[1-(phenylmethoxy)propyl]-2-pyridinecarboxylic acid, propyl ester

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Technology Process of 1,6-dihydro-5-methyl-6-oxo-4-[1-(phenylmethoxy)propyl]-2-pyridinecarboxylic acid, propyl ester

There total 7 articles about 1,6-dihydro-5-methyl-6-oxo-4-[1-(phenylmethoxy)propyl]-2-pyridinecarboxylic acid, propyl 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: 97.0%

: 183433-87-6
6-methoxy-5-methyl-4-[1-(phenylmethoxy)propyl]pyridine-2-carboxylic acid, propyl ester

: 183433-88-7
1,6-dihydro-5-methyl-6-oxo-4-[1-(phenylmethoxy)propyl]-2-pyridinecarboxylic acid, propyl ester

Guidance literature:: With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 20 ℃; for 24h;
DOI:10.1002/jhet.5570400407

Reference yield:

: 100-39-0
benzyl bromide

: 183433-88-7
1,6-dihydro-5-methyl-6-oxo-4-[1-(phenylmethoxy)propyl]-2-pyridinecarboxylic acid, propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C

1.2: 90 percent / tetrahydrofuran / 8 h / 20 °C

2.1: 89 percent / potassium acetate; palladium acetate; 1,3-bis(diphenylphosphino)propane / dimethylformamide / 25 h / 85 °C / 775.72 Torr

3.1: 97 percent / sodium iodide; trimethylsilyl chloride / acetonitrile / 24 h / 20 °C

With chloro-trimethyl-silane; 1,3-bis-(diphenylphosphino)propane; potassium acetate; palladium diacetate; sodium hydride; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/jhet.5570400407

Reference yield:

: 183433-64-9
6-chloro-4-(2-ethyl-1,3-dioxolan-2-yl)-2-methoxypyridine

: 183433-88-7
1,6-dihydro-5-methyl-6-oxo-4-[1-(phenylmethoxy)propyl]-2-pyridinecarboxylic acid, propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / heptane; hexane / 1.75 h / 0 °C

1.2: 66 percent / heptane; hexane / 2 h / 0 °C

2.1: 99 percent / aq. trifluoroacetic acid / 4 h / 40 °C

3.1: 85 percent / sodium borohydride / aq. methanol / 0.33 h / 0 °C

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C

4.2: 90 percent / tetrahydrofuran / 8 h / 20 °C

5.1: 89 percent / potassium acetate; palladium acetate; 1,3-bis(diphenylphosphino)propane / dimethylformamide / 25 h / 85 °C / 775.72 Torr

6.1: 97 percent / sodium iodide; trimethylsilyl chloride / acetonitrile / 24 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; chloro-trimethyl-silane; 1,3-bis-(diphenylphosphino)propane; potassium acetate; palladium diacetate; sodium hydride; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; methanol; hexane; n-heptane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/jhet.5570400407