N-{5-[5-(3-cyclopropyl-3-hydroxycyclobutyl)-1,2,4-oxadiazol-3-yl]-2-methylphenyl}imidazo[1,2-a]pyridine-3-carboxamide

Base Information

Chemical Name:N-{5-[5-(3-cyclopropyl-3-hydroxycyclobutyl)-1,2,4-oxadiazol-3-yl]-2-methylphenyl}imidazo[1,2-a]pyridine-3-carboxamide
CAS No.:1426448-22-7
Molecular Formula:C₂₄H₂₃N₅O₃
Molecular Weight:429.478
Hs Code.:

Synonyms:N-{5-[5-(3-cyclopropyl-3-hydroxycyclobutyl)-1,2,4-oxadiazol-3-yl]-2-methylphenyl}imidazo[1,2-a]pyridine-3-carboxamide

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Chemical Property of N-{5-[5-(3-cyclopropyl-3-hydroxycyclobutyl)-1,2,4-oxadiazol-3-yl]-2-methylphenyl}imidazo[1,2-a]pyridine-3-carboxamide

Chemical Property:

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Technology Process of N-{5-[5-(3-cyclopropyl-3-hydroxycyclobutyl)-1,2,4-oxadiazol-3-yl]-2-methylphenyl}imidazo[1,2-a]pyridine-3-carboxamide

There total 5 articles about N-{5-[5-(3-cyclopropyl-3-hydroxycyclobutyl)-1,2,4-oxadiazol-3-yl]-2-methylphenyl}imidazo[1,2-a]pyridine-3-carboxamide 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:

: 1426448-03-4
N-(2-methyl-5-(5-(3-oxocyclobutyl)-1,2,4-oxadiazol-3-yl)phenyl)imidazo[1,2-a]pyridine-3-carboxamide

: 23719-80-4
cyclopropylmagnesium bromide

: 1426448-22-7
N-{5-[5-(3-cyclopropyl-3-hydroxycyclobutyl)-1,2,4-oxadiazol-3-yl]-2-methylphenyl}imidazo[1,2-a]pyridine-3-carboxamide

Guidance literature:: In tetrahydrofuran; at -78 - 20 ℃; for 0.5h;

Reference yield:

: 6200-60-8
imidazo[1,2-a]pyridine-3-carboxylic acid

: 1426448-22-7
N-{5-[5-(3-cyclopropyl-3-hydroxycyclobutyl)-1,2,4-oxadiazol-3-yl]-2-methylphenyl}imidazo[1,2-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 3 h / 0 - 50 °C

3.1: hydroxylamine / ethanol; water / 4 h / 0 - 50 °C

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h

4.2: 0.5 h

4.3: 0.5 h / 110 °C

5.1: tetrahydrofuran / 0.5 h / -78 - 20 °C

With oxalyl dichloride; hydroxylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; In tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

: 1426135-64-9
N-(5-cyano-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide

: 1426448-22-7
N-{5-[5-(3-cyclopropyl-3-hydroxycyclobutyl)-1,2,4-oxadiazol-3-yl]-2-methylphenyl}imidazo[1,2-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydroxylamine / ethanol; water / 4 h / 0 - 50 °C

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h

2.2: 0.5 h

2.3: 0.5 h / 110 °C

3.1: tetrahydrofuran / 0.5 h / -78 - 20 °C

With hydroxylamine; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;