3-chloro-N-{(1S)-2-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)-1-[(3-methyl-2,5-dioxo-1-imidazolidinyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide

Base Information

Chemical Name:3-chloro-N-{(1S)-2-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)-1-[(3-methyl-2,5-dioxo-1-imidazolidinyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide
CAS No.:1240137-95-4
Molecular Formula:C₃₂H₃₄ClN₅O₅
Molecular Weight:604.105
Hs Code.:

3-chloro-N-{(1S)-2-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)-1-[(3-methyl-2,5-dioxo-1-imidazolidinyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide

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Chemical Property of 3-chloro-N-{(1S)-2-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)-1-[(3-methyl-2,5-dioxo-1-imidazolidinyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide

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Technology Process of 3-chloro-N-{(1S)-2-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)-1-[(3-methyl-2,5-dioxo-1-imidazolidinyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide

There total 22 articles about 3-chloro-N-{(1S)-2-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)-1-[(3-methyl-2,5-dioxo-1-imidazolidinyl)methyl]ethyl}-4-[(1-methylethyl)oxy]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: 71.0%

: 943297-37-8
3-chloro-N-{(1S)-2-[(N-methylglycyl)amino]-1-[(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide

: 530-62-1
1,1'-carbonyldiimidazole

: 1240137-95-4
3-chloro-N-{(1S)-2-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)-1-[(3-methyl-2,5-dioxo-1-imidazolidinyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide

Guidance literature:: In 2-methyltetrahydrofuran; acetonitrile; for 20h; Reflux;
DOI:10.1021/op100186c

Reference yield:

: 213598-07-3
3-chloro-4-isopropoxy-benzoic acid

: 1240137-95-4
3-chloro-N-{(1S)-2-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)-1-[(3-methyl-2,5-dioxo-1-imidazolidinyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 1 h / 45 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / Large scale reaction

2.2: 0 °C / Large scale reaction

3.1: hydrazine hydrate / ethanol; tert-butyl methyl ether / 16 h / 40 °C

3.2: 40 °C

4.1: dipotassium hydrogenphosphate / 2-methyltetrahydrofuran; water / 10 °C

5.1: tetrahydrofuran; methanol / 23 h / -5 °C / Inert atmosphere

6.1: 2-methyltetrahydrofuran; acetonitrile / 20 h / Reflux

With dipotassium hydrogenphosphate; oxalyl dichloride; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; 2-methyltetrahydrofuran; methanol; ethanol; dichloromethane; tert-butyl methyl ether; water; toluene; acetonitrile; 4.1: Schotten-Baumann reaction;
DOI:10.1021/op100186c

Reference yield:

: 120-47-8
Ethyl 4-hydroxybenzoate

: 1240137-95-4
3-chloro-N-{(1S)-2-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)-1-[(3-methyl-2,5-dioxo-1-imidazolidinyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium hydroxide / dimethyl sulfoxide / 1 h / 50 °C

1.2: 50 °C

2.1: water; potassium hydroxide / dimethyl sulfoxide / 80 - 85 °C

2.2: 50 - 60 °C

3.1: N-chloro-succinimide / N,N-dimethyl-formamide / 18 h / 22 °C

4.1: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 1 h / 45 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / Large scale reaction

5.2: 0 °C / Large scale reaction

6.1: hydrazine hydrate / ethanol; tert-butyl methyl ether / 16 h / 40 °C

6.2: 40 °C

7.1: dipotassium hydrogenphosphate / 2-methyltetrahydrofuran; water / 10 °C

8.1: tetrahydrofuran; methanol / 23 h / -5 °C / Inert atmosphere

9.1: 2-methyltetrahydrofuran; acetonitrile / 20 h / Reflux

With dipotassium hydrogenphosphate; N-chloro-succinimide; oxalyl dichloride; water; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; potassium hydroxide; In tetrahydrofuran; 2-methyltetrahydrofuran; methanol; ethanol; dichloromethane; tert-butyl methyl ether; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile; 7.1: Schotten-Baumann reaction;
DOI:10.1021/op100186c