3-chloro-N-[(2S)-2-[(N,N-dimethylglycyl)amino]-3-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)propyl]-4-[(1-methylethyl)oxy]benzamide

Base Information

Chemical Name:3-chloro-N-[(2S)-2-[(N,N-dimethylglycyl)amino]-3-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)propyl]-4-[(1-methylethyl)oxy]benzamide
CAS No.:1240137-90-9
Molecular Formula:C₃₂H₃₈ClN₅O₄
Molecular Weight:592.138
Hs Code.:

3-chloro-N-[(2S)-2-[(N,N-dimethylglycyl)amino]-3-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)propyl]-4-[(1-methylethyl)oxy]benzamide

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Chemical Property of 3-chloro-N-[(2S)-2-[(N,N-dimethylglycyl)amino]-3-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)propyl]-4-[(1-methylethyl)oxy]benzamide

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Technology Process of 3-chloro-N-[(2S)-2-[(N,N-dimethylglycyl)amino]-3-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)propyl]-4-[(1-methylethyl)oxy]benzamide

There total 12 articles about 3-chloro-N-[(2S)-2-[(N,N-dimethylglycyl)amino]-3-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)propyl]-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:

: 854760-84-2
1,1-dimethylethyl [(1S)-2-(4-bromophenyl)-1-(hydroxymethyl)ethyl]carbamate

: 1240137-90-9
3-chloro-N-[(2S)-2-[(N,N-dimethylglycyl)amino]-3-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)propyl]-4-[(1-methylethyl)oxy]benzamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Large scale reaction

2.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 5 h / Reflux; Large scale reaction

3.1: N-Bromosuccinimide / tetrahydrofuran; water / 0 - 10 °C / Large scale reaction

4.1: sodium hydrogencarbonate / acetonitrile / 3 h / Reflux; Large scale reaction

5.1: hydrogenchloride / 1,4-dioxane / 2 h / 25 °C / Large scale reaction

6.1: N-ethyl-N,N-diisopropylamine / acetonitrile

6.2: 20 °C

7.1: hydrazine hydrate / ethanol; tert-butyl methyl ether / 4 h / 35 °C

7.2: 35 °C

8.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 5 °C

8.3: pH 9

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; di-isopropyl azodicarboxylate; sodium hydrogencarbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; ethanol; tert-butyl methyl ether; water; acetonitrile; 1.1: Mitsunobu reaction / 2.1: Stille coupling;
DOI:10.1021/op100186c

Reference yield:

: 120-47-8
Ethyl 4-hydroxybenzoate

: 1240137-90-9
3-chloro-N-[(2S)-2-[(N,N-dimethylglycyl)amino]-3-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)propyl]-4-[(1-methylethyl)oxy]benzamide

Guidance literature:: Multi-step reaction with 5 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 / acetonitrile / 5 °C

5.3: pH 9

With N-chloro-succinimide; oxalyl dichloride; water; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; potassium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/op100186c

Reference yield:

: 1240137-64-7
1,1-dimethylethyl {(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)methyl]ethyl}carbamate

: 1240137-90-9
3-chloro-N-[(2S)-2-[(N,N-dimethylglycyl)amino]-3-(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)propyl]-4-[(1-methylethyl)oxy]benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride / 1,4-dioxane / 2 h / 25 °C / Large scale reaction

2.1: N-ethyl-N,N-diisopropylamine / acetonitrile

2.2: 20 °C

3.1: hydrazine hydrate / ethanol; tert-butyl methyl ether / 4 h / 35 °C

3.2: 35 °C

4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 5 °C

4.3: pH 9

With hydrogenchloride; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; tert-butyl methyl ether; acetonitrile;
DOI:10.1021/op100186c