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

Base Information

Chemical Name:N-((1s,4s)-4-(2-(4'-((dimethylamino)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide trifluoroacetic acid salt
CAS No.:1197289-47-6
Molecular Formula:C₂HF₃O₂*C₃₂H₃₄FN₅O₃S
Molecular Weight:701.742
Hs Code.:

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

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

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

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

There total 7 articles about N-((1s,4s)-4-(2-(4'-((dimethylamino)methyl)biphenyl-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: 57.0%

: 1197291-17-0
N-((1s,4s)-4-(5-fluoro-2-(4'-formylbiphenyl-3-yloxy)nicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide

: 124-40-3
dimethyl amine

: 76-05-1
trifluoroacetic acid

: 1197289-47-6
N-((1s,4s)-4-(2-(4'-((dimethylamino)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide trifluoroacetic acid salt

Guidance literature:: N-((1s,4s)-4-(5-fluoro-2-(4'-formylbiphenyl-3-yloxy)nicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide; dimethyl amine; In dichloromethane; at 18 - 25 ℃; for 2h; Inert atmosphere;

With sodium tris(acetoxy)borohydride; In dichloromethane; for 1h; Inert atmosphere;

trifluoroacetic acid; In acetonitrile;
DOI:10.1021/jm5001216

Reference yield:

: 1197291-10-3
N-((1s,4s)-4-(5-fluoro-2-(3-iodophenoxy)nicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide

: 1197289-47-6
N-((1s,4s)-4-(2-(4'-((dimethylamino)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide trifluoroacetic acid salt

Guidance literature:: Multi-step reaction with 2 steps

1.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate / acetonitrile; water / 3 h / 80 °C / Inert atmosphere

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

2.2: 1 h / Inert atmosphere

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

Reference yield:

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

: 1197289-47-6
N-((1s,4s)-4-(2-(4'-((dimethylamino)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide trifluoroacetic acid salt

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / acetonitrile; tetrahydrofuran / 20 h / 18 - 25 °C / Inert atmosphere

3.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate / acetonitrile; water / 3 h / 80 °C / Inert atmosphere

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

4.2: 1 h / Inert atmosphere

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