N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(3-iodophenoxy)nicotinamide

Base Information

Chemical Name:N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(3-iodophenoxy)nicotinamide
CAS No.:1197290-99-5
Molecular Formula:C₂₄H₂₅FIN₅O₃
Molecular Weight:577.397
Hs Code.:

Synonyms:N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(3-iodophenoxy)nicotinamide

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Chemical Property of N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(3-iodophenoxy)nicotinamide

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Technology Process of N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(3-iodophenoxy)nicotinamide

There total 5 articles about N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(3-iodophenoxy)nicotinamide 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: 97.0%

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

: 1197013-81-2
N-((1s,4s)-4-aminocyclohexyl)-5-fluoro-2-(3-iodophenoxy)nicotinamide hydrochloride

: 1197290-99-5
N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(3-iodophenoxy)nicotinamide

Guidance literature:: 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;
DOI:10.1021/jm5001216

Reference yield:

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

: 1197290-99-5
N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(3-iodophenoxy)nicotinamide

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

Reference yield:

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

: 1197290-99-5
N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(3-iodophenoxy)nicotinamide

Guidance literature:: Multi-step reaction with 4 steps

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

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

4: 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; caesium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm5001216