N-(4-amino-4'-fluoro-[1,1'-biphenyl]-3-yl)-6-(2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-8-yl)nicotinamide

Base Information

• Chemical Name: N-(4-amino-4'-fluoro-[1,1'-biphenyl]-3-yl)-6-(2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-8-yl)nicotinamide
• CAS No.: 1538608-35-3
• Molecular Formula: C₂₅H₂₄FN₅O₃
• Molecular Weight: 461.496
• Mol file: 1538608-35-3.mol

Synonyms:

Chemical Property of N-(4-amino-4'-fluoro-[1,1'-biphenyl]-3-yl)-6-(2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-8-yl)nicotinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-amino-4'-fluoro-[1,1'-biphenyl]-3-yl)-6-(2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-8-yl)nicotinamide

There total 9 articles about N-(4-amino-4'-fluoro-[1,1'-biphenyl]-3-yl)-6-(2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-8-yl)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:

4-Bromo-2-nitroaniline (875-51-4) → N-(4-amino-4'-fluoro-[1,1'-biphenyl]-3-yl)-6-(2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-8-yl)nicotinamide (1538608-35-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylamine; dmap / dichloromethane

2.1: potassium carbonate / 1,4-dioxane; water / 0.5 h / Inert atmosphere

2.2: 20 h / 90 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / Inert atmosphere

4.1: pyridine / 1.5 h

5.1: N-ethyl-N,N-diisopropylamine / propan-1-ol / 25 h / 97 °C

6.1: acetic acid; hydrogenchloride / water / 2 h

With pyridine; hydrogenchloride; dmap; palladium 10% on activated carbon; hydrogen; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; propan-1-ol; dichloromethane; water; ethyl acetate;

DOI:10.1021/ml4004233

Reference yield:

tert-butyl (4-bromo-2-nitrophenyl)carbamate (327046-79-7) → N-(4-amino-4'-fluoro-[1,1'-biphenyl]-3-yl)-6-(2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-8-yl)nicotinamide (1538608-35-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / 1,4-dioxane; water / 0.5 h / Inert atmosphere

1.2: 20 h / 90 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / Inert atmosphere

3.1: pyridine / 1.5 h

4.1: N-ethyl-N,N-diisopropylamine / propan-1-ol / 25 h / 97 °C

5.1: acetic acid; hydrogenchloride / water / 2 h

With pyridine; hydrogenchloride; palladium 10% on activated carbon; hydrogen; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; propan-1-ol; water; ethyl acetate;

DOI:10.1021/ml4004233

Reference yield:

1-benzyl-4-hydroxypiperidine-4-carbonitrile (6094-60-6) → N-(4-amino-4'-fluoro-[1,1'-biphenyl]-3-yl)-6-(2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-8-yl)nicotinamide (1538608-35-3)

Guidance literature:

Multi-step reaction with 5 steps

1: lithium aluminium tetrahydride / tetrahydrofuran

2: dichloromethane

3: hydrogen; 10 wt% Pd(OH)2 on carbon / ethyl acetate; methanol

4: N-ethyl-N,N-diisopropylamine / propan-1-ol / 25 h / 97 °C

5: acetic acid; hydrogenchloride / water / 2 h

With hydrogenchloride; lithium aluminium tetrahydride; 10 wt% Pd(OH)2 on carbon; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; water; ethyl acetate;

DOI:10.1021/ml4004233

upstream raw materials:

4-Bromo-2-nitroaniline

tert-butyl (4-bromo-2-nitrophenyl)carbamate

1-oxa-3,8-diazaspiro[4.5]-decan-2-one

1-benzyl-4-hydroxypiperidine-4-carbonitrile

Refernces