{1-[4-(7-amino-3-phenyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {1-[4-(7-amino-3-phenyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester
• CAS No.: 1356001-74-5
• Molecular Formula: C₂₈H₃₀N₄O₂
• Molecular Weight: 454.572
• Mol file: 1356001-74-5.mol

Synonyms:{1-[4-(7-amino-3-phenyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester

Chemical Property of {1-[4-(7-amino-3-phenyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {1-[4-(7-amino-3-phenyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester

There total 4 articles about {1-[4-(7-amino-3-phenyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester 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: 45.0%

2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylimidazo[1,2-a]pyridine-7-carboxylic acid (1356001-73-4) → {1-[4-(7-amino-3-phenyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (1356001-74-5)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; palladium 10% on activated carbon; In methanol; water; N,N-dimethyl-formamide; at 20 - 100 ℃; for 30h;

Reference yield:

tert-butyl 1-(4-(2-phenylacetyl)phenyl)cyclobutylcarbamate (1032349-98-6) → {1-[4-(7-amino-3-phenyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (1356001-74-5)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridinium perbromide hydrobromide / tetrahydrofuran / 2 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / ethanol / 4 h / Molecular sieve; Reflux

3: sodium hydroxide; water / methanol / 12 h / 20 °C

4: triethylamine; diphenyl phosphoryl azide / palladium 10% on activated carbon / N,N-dimethyl-formamide; water; methanol / 30 h / 20 - 100 °C

With pyridinium perbromide hydrobromide; diphenyl phosphoryl azide; water; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;

Reference yield:

methyl 2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylimidazo[1,2-a]pyridine-7-carboxylate (1356000-16-2) → {1-[4-(7-amino-3-phenyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (1356001-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; water / methanol / 12 h / 20 °C

2: triethylamine; diphenyl phosphoryl azide / palladium 10% on activated carbon / N,N-dimethyl-formamide; water; methanol / 30 h / 20 - 100 °C

With diphenyl phosphoryl azide; water; triethylamine; sodium hydroxide; palladium 10% on activated carbon; In methanol; water; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl 1-(4-(2-phenylacetyl)phenyl)cyclobutylcarbamate

tert-butyl 1-(4-(2-bromo-2-phenylacetyl)phenyl)cyclobutylcarbamate

2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylimidazo[1,2-a]pyridine-7-carboxylic acid

methyl 2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylimidazo[1,2-a]pyridine-7-carboxylate

Downstream raw materials:

{1-[4-(7-acetylamino-3-phenyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester