N-((1s,4s)-4-(2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide trifluoroacetic acid salt

Base Information

Chemical Name:N-((1s,4s)-4-(2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide trifluoroacetic acid salt
CAS No.:1197289-01-2
Molecular Formula:C₂HF₃O₂*C₃₂H₃₄FN₅O₄S
Molecular Weight:717.741
Hs Code.:

N-((1s,4s)-4-(2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide trifluoroacetic acid salt

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Chemical Property of N-((1s,4s)-4-(2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide trifluoroacetic acid salt

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Technology Process of N-((1s,4s)-4-(2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide trifluoroacetic acid salt

There total 8 articles about N-((1s,4s)-4-(2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide 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: 46.0%

: 35272-15-2
2-methylthiazole-4-carboxylic acid

: N-((1s,4s)-4-aminocyclohexyl)-2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide dihydrochloride

: 76-05-1
trifluoroacetic acid

: 1197289-01-2
N-((1s,4s)-4-(2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide trifluoroacetic acid salt

Guidance literature:: 2-methylthiazole-4-carboxylic acid; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In acetonitrile; for 0.166667h; Inert atmosphere;

N-((1s,4s)-4-aminocyclohexyl)-2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide dihydrochloride; In acetonitrile; at 18 - 25 ℃; 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

: 1197289-01-2
N-((1s,4s)-4-(2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide 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: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.17 h / Inert atmosphere

3.2: 18 - 25 °C / Inert atmosphere

With hydrogenchloride; acetic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm5001216

Reference yield:

: 1197291-04-5
tert-butyl (1s,4s)-4-(2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexylcarbamate

: 1197289-01-2
N-((1s,4s)-4-(2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide 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: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.17 h / Inert atmosphere

2.2: 18 - 25 °C / Inert atmosphere

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1021/jm5001216