N-((1s,4s)-4-(5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexyl)-3-hydroxypicolinamide trifluoroacetic acid salt

Base Information

Chemical Name:N-((1s,4s)-4-(5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexyl)-3-hydroxypicolinamide trifluoroacetic acid salt
CAS No.:1610736-89-4
Molecular Formula:C₂HF₃O₂*C₃₅H₃₆FN₅O₆
Molecular Weight:755.723
Hs Code.:

N-((1s,4s)-4-(5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexyl)-3-hydroxypicolinamide trifluoroacetic acid salt

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Chemical Property of N-((1s,4s)-4-(5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexyl)-3-hydroxypicolinamide trifluoroacetic acid salt

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Technology Process of N-((1s,4s)-4-(5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexyl)-3-hydroxypicolinamide trifluoroacetic acid salt

There total 8 articles about N-((1s,4s)-4-(5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexyl)-3-hydroxypicolinamide trifluoroacetic acid salt 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: 22.0%

: 874-24-8
3-hydroxypyridine-2-carboxylic acid

: N-((1s,4s)-4-aminocyclohexyl)-5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamide dihydrochloride

: 76-05-1
trifluoroacetic acid

: 1610736-89-4
N-((1s,4s)-4-(5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexyl)-3-hydroxypicolinamide trifluoroacetic acid salt

Guidance literature:: 3-hydroxypyridine-2-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In acetonitrile; at 18 - 25 ℃; for 0.166667h; Inert atmosphere;

N-((1s,4s)-4-aminocyclohexyl)-5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamide dihydrochloride; With 1-methyl-pyrrolidin-2-one; In acetonitrile; at 18 - 25 ℃; for 20h; Inert atmosphere;

trifluoroacetic acid; In acetonitrile;
DOI:10.1021/jm5001216

Reference yield:

: 1197291-03-4
tert-butyl (1s,4s)-4-(5-fluoro-2-(2'-formyl-4'-hydroxybiphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate

: 1610736-89-4
N-((1s,4s)-4-(5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexyl)-3-hydroxypicolinamide trifluoroacetic acid salt

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic acid / dichloromethane; methanol / 0.83 h / 18 - 25 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 16 h / 18 - 25 °C / Inert atmosphere

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / acetonitrile / 0.17 h / 18 - 25 °C / Inert atmosphere

3.2: 20 h / 18 - 25 °C / Inert atmosphere

With hydrogenchloride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm5001216

Reference yield:

: 1197291-00-1
tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate

: 1610736-89-4
N-((1s,4s)-4-(5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexyl)-3-hydroxypicolinamide trifluoroacetic acid salt

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 16 h / 18 - 25 °C / Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / acetonitrile / 0.17 h / 18 - 25 °C / Inert atmosphere

2.2: 20 h / 18 - 25 °C / Inert atmosphere

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1021/jm5001216