N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide

Base Information

Chemical Name:N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide
CAS No.:1092393-62-8
Molecular Formula:C₂₆H₂₀F₃N₅O₃
Molecular Weight:507.472
Hs Code.:

Synonyms:N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide

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Chemical Property of N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide

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Technology Process of N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide

There total 10 articles about N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide 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: 52.0%

: 1092394-95-0
N-{3-[(1-(2-amino-2-oxoethyl)-6-{[(4-methylphenyl)-sulfonyl]imino}-1,6-dihydropyridin-3-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide

: 407-25-0
trifluoroacetic anhydride

: 1092393-62-8
N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide

Guidance literature:: In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/jm300126x

Reference yield:

: 872091-85-5
methyl 3-(1-cyano-1-methylethyl)benzoate

: 1092393-62-8
N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 18 h / 20 °C

2.1: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 1.5 h / 4 - 20 °C

3.1: 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

4.1: pyridine / 48 h / 80 °C / Cooling with ice

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 20 °C

5.2: 48 h / 20 °C

6.1: dichloromethane / 16 h / 20 °C

With pyridine; oxalyl dichloride; lithium hydroxide monohydrate; water; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm300126x

Reference yield:

: 872091-00-4
3-(1-cyano-1-methylethyl)benzoic acid

: 1092393-62-8
N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 1.5 h / 4 - 20 °C

2.1: 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

3.1: pyridine / 48 h / 80 °C / Cooling with ice

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 20 °C

4.2: 48 h / 20 °C

5.1: dichloromethane / 16 h / 20 °C

With pyridine; oxalyl dichloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm300126x