N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-3'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide trifluoroacetic acid salt

Base Information

Chemical Name:N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-3'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide trifluoroacetic acid salt
CAS No.:1610737-11-5
Molecular Formula:C₂HF₃O₂*C₃₇H₄₄FN₇O₄
Molecular Weight:783.823
Hs Code.:

N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-3'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide trifluoroacetic acid salt

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Chemical Property of N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-3'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide trifluoroacetic acid salt

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Technology Process of N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-3'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide trifluoroacetic acid salt

There total 8 articles about N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-3'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide 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: 43.0%

: 5744-59-2
1,5-dimethyl-1H-pyrazole-3-carboxylic acid

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

: 76-05-1
trifluoroacetic acid

: 1610737-11-5
N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-3'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide trifluoroacetic acid salt

Guidance literature:: 1,5-dimethyl-1H-pyrazole-3-carboxylic acid; N-((1s,4s)-4-aminocyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-3'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide dihydrochloride; With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; acetonitrile; at 18 - 25 ℃; for 20h; Inert atmosphere;

trifluoroacetic acid; In acetonitrile;
DOI:10.1021/jm5001216

Reference yield:

: 1197291-48-7
tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formyl-3'-hydroxybiphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate

: 1610737-11-5
N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-3'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide trifluoroacetic acid salt

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 2 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: 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

With hydrogenchloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1021/jm5001216

Reference yield:

: 1197291-49-8
tert-butyl (1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-3'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexylcarbamate

: 1610737-11-5
N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-3'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamide trifluoroacetic acid salt

Guidance literature:: Multi-step reaction with 2 steps

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

2: 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

With hydrogenchloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1021/jm5001216