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

Base Information

• Chemical Name: 2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylimidazo[1,2-a]pyridine-7-carboxylic acid
• CAS No.: 1356001-73-4
• Molecular Formula: C₂₉H₂₉N₃O₄
• Molecular Weight: 483.567
• Mol file: 1356001-73-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylimidazo[1,2-a]pyridine-7-carboxylic acid 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: 91.0%

methyl 2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylimidazo[1,2-a]pyridine-7-carboxylate (1356000-16-2) → 2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylimidazo[1,2-a]pyridine-7-carboxylic acid (1356001-73-4)

Guidance literature:

methyl 2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylimidazo[1,2-a]pyridine-7-carboxylate; With potassium hydroxide; In ethanol; water; at 60 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In ethanol; water; Inert atmosphere;

DOI:10.1021/jm201394e

Reference yield:

tert-butyl 1-(4-(2-phenylacetyl)phenyl)cyclobutylcarbamate (1032349-98-6) → 2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylimidazo[1,2-a]pyridine-7-carboxylic acid (1356001-73-4)

Guidance literature:

Multi-step reaction with 3 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

With pyridinium perbromide hydrobromide; water; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol;

Reference yield:

tert-butyl 1-(4-(2-bromo-2-phenylacetyl)phenyl)cyclobutylcarbamate (1355999-71-1) → 2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylimidazo[1,2-a]pyridine-7-carboxylic acid (1356001-73-4)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With water; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; ethanol;

upstream raw materials:

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

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

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

tert-butyl [1-(4-chlorophenyl)cyclobutyl]carbamate

Downstream raw materials:

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

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

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

tert-butyl 1-(4-(7-carbamoyl-3-phenylimidazo[1,2-a]pyridin-2-yl)phenyl)cyclobutylcarbamate