N-((1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4-methylthiazole-2-carboxamide

Base Information

Chemical Name:N-((1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4-methylthiazole-2-carboxamide
CAS No.:1610737-03-5
Molecular Formula:C₃₆H₄₁FN₆O₃S
Molecular Weight:656.824
Hs Code.:

N-((1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4-methylthiazole-2-carboxamide

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Chemical Property of N-((1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4-methylthiazole-2-carboxamide

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Technology Process of N-((1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4-methylthiazole-2-carboxamide

There total 7 articles about N-((1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4-methylthiazole-2-carboxamide 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: 5.0%

: 7210-73-3
4-Methylthiazol-2-carbonsaeure-ethylester

: N-((1s,4s)-4-aminocyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamide dihydrochloride

: 1610737-03-5
N-((1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4-methylthiazole-2-carboxamide

Guidance literature:: N-((1s,4s)-4-aminocyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamide dihydrochloride; With trimethylaluminum; In n-heptane; dichloromethane; at 18 - 25 ℃; for 0.25h; Inert atmosphere;

4-Methylthiazol-2-carbonsaeure-ethylester; In n-heptane; dichloromethane; at 18 - 40 ℃; Inert atmosphere;
DOI:10.1021/jm5001216

Reference yield:

: 1196806-69-5
tert-butyl N-[(1s,4s)-4-[5-fluoro-2-(3-iodophenoxy)nicotinamido]cyclohexyl]carbamate

: 1610737-03-5
N-((1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4-methylthiazole-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate / acetonitrile; water / 1 h / 70 °C / Inert atmosphere

2.1: dichloromethane / 2 h / 18 - 25 °C / Inert atmosphere

2.2: 1 h / Inert atmosphere

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

4.1: trimethylaluminum / dichloromethane; n-heptane / 0.25 h / 18 - 25 °C / Inert atmosphere

4.2: 18 - 40 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; trimethylaluminum; palladium diacetate; potassium carbonate; In 1,4-dioxane; n-heptane; dichloromethane; water; acetonitrile; 1.1: |Suzuki Coupling;
DOI:10.1021/jm5001216

Reference yield:

: 38186-88-8
2-chloro-5-fluoronicotinic acid

: 1610737-03-5
N-((1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4-methylthiazole-2-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / acetonitrile; tetrahydrofuran / 0 - 25 °C / Inert atmosphere

2.1: caesium carbonate / N,N-dimethyl-formamide / 48 h / 60 °C / Inert atmosphere

3.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate / acetonitrile; water / 1 h / 70 °C / Inert atmosphere

4.1: dichloromethane / 2 h / 18 - 25 °C / Inert atmosphere

4.2: 1 h / Inert atmosphere

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

6.1: trimethylaluminum / dichloromethane; n-heptane / 0.25 h / 18 - 25 °C / Inert atmosphere

6.2: 18 - 40 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; trimethylaluminum; palladium diacetate; potassium carbonate; caesium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; n-heptane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 3.1: |Suzuki Coupling;
DOI:10.1021/jm5001216