3-Pyridinecarboxamide, N-[(4-fluorophenyl)methyl]-5-methoxy-6-methyl-4-(phenylmethoxy)-

Base Information

Chemical Name:3-Pyridinecarboxamide, N-[(4-fluorophenyl)methyl]-5-methoxy-6-methyl-4-(phenylmethoxy)-
CAS No.:880261-46-1
Molecular Formula:C22H21FN2O3
Molecular Weight:380.419
Hs Code.:

Synonyms:

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Chemical Property of 3-Pyridinecarboxamide, N-[(4-fluorophenyl)methyl]-5-methoxy-6-methyl-4-(phenylmethoxy)-

Chemical Property:

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Technology Process of 3-Pyridinecarboxamide, N-[(4-fluorophenyl)methyl]-5-methoxy-6-methyl-4-(phenylmethoxy)-

There total 4 articles about 3-Pyridinecarboxamide, N-[(4-fluorophenyl)methyl]-5-methoxy-6-methyl-4-(phenylmethoxy)- 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: 52.0%

: 880261-45-0
N-(4-fluorobenzyl)-4-hydroxy-5-methoxy-6-methylnicotinamide

: 100-51-6,185532-71-2
benzyl alcohol

: 880261-46-1
4-benzyloxy-N-(4-fluorobenzyl)-5-methoxy-6-methylnicotinamide

Guidance literature:: With tributylphosphine; di-isopropyl azodicarboxylate; In tetrahydrofuran; diethyl ether; hexane; toluene; at 4 - 20 ℃; for 3h;

Reference yield:

: 67367-33-3
4-hydroxy-6-methylnicotinic acid

: 880261-46-1
4-benzyloxy-N-(4-fluorobenzyl)-5-methoxy-6-methylnicotinamide

Guidance literature:: Multi-step reaction with 4 steps

1: bromine / water; acetic acid / 5 h / 60 °C / Inert atmosphere

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 9 h / 20 °C / Inert atmosphere

3: copper(l) iodide; sodium methylate / N,N-dimethyl-formamide / 1.67 h / 105 °C / Inert atmosphere

4: tributylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran; toluene / 2.5 h / Cooling with ice; Reflux; Inert atmosphere

With copper(l) iodide; tributylphosphine; di-isopropyl azodicarboxylate; bromine; sodium methylate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; water; acetic acid; N,N-dimethyl-formamide; toluene; 4: |Mitsunobu Displacement;
DOI:10.1021/jm3010459

Reference yield:

: 141703-16-4,86788-98-9
5-bromo-4-hydroxy-6-methylnicotinic acid

: 880261-46-1
4-benzyloxy-N-(4-fluorobenzyl)-5-methoxy-6-methylnicotinamide

Guidance literature:: Multi-step reaction with 3 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 9 h / 20 °C / Inert atmosphere

2: copper(l) iodide; sodium methylate / N,N-dimethyl-formamide / 1.67 h / 105 °C / Inert atmosphere

3: tributylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran; toluene / 2.5 h / Cooling with ice; Reflux; Inert atmosphere

With copper(l) iodide; tributylphosphine; di-isopropyl azodicarboxylate; sodium methylate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 3: |Mitsunobu Displacement;
DOI:10.1021/jm3010459