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

Base Information

Chemical Name:6-methoxy-5-methyl-4-[1-(phenylmethoxy)propyl]pyridine-2-carboxylic acid, propyl ester
CAS No.:183433-87-6
Molecular Formula:C₂₁H₂₇NO₄
Molecular Weight:357.45
Hs Code.:

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

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Chemical Property of 6-methoxy-5-methyl-4-[1-(phenylmethoxy)propyl]pyridine-2-carboxylic acid, propyl ester

Chemical Property:

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Technology Process of 6-methoxy-5-methyl-4-[1-(phenylmethoxy)propyl]pyridine-2-carboxylic acid, propyl ester

There total 6 articles about 6-methoxy-5-methyl-4-[1-(phenylmethoxy)propyl]pyridine-2-carboxylic 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: 89.0%

: 71-23-8
propan-1-ol

: 201230-82-2
carbon monoxide

: 183433-86-5
6-chloro-2-methoxy-3-methyl-4-[1-(phenylmethoxy)propyl]pyridine

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

Guidance literature:: With 1,3-bis-(diphenylphosphino)propane; potassium acetate; palladium diacetate; In N,N-dimethyl-formamide; at 85 ℃; for 25h; under 775.722 Torr;
DOI:10.1002/jhet.5570400407

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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