(S)-N-(1-azido-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide

Base Information

Chemical Name:(S)-N-(1-azido-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide
CAS No.:1261080-73-2
Molecular Formula:C₂₀H₁₅Cl₂N₇OS
Molecular Weight:472.357
Hs Code.:

Synonyms:(S)-N-(1-azido-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide

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Chemical Property of (S)-N-(1-azido-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide

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Technology Process of (S)-N-(1-azido-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide

There total 8 articles about (S)-N-(1-azido-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-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: 80.0%

: 1261080-72-1
(S)-N-(1-azido-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide

: 1261080-73-2
(S)-N-(1-azido-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide

Guidance literature:: With water; sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;
DOI:10.1016/j.bmcl.2011.11.080

Reference yield:

: 889939-25-7
1-(benzenesulfonyl)-4-bromo-1H-pyrrolo[2,3-b]pyridine

: 1261080-73-2
(S)-N-(1-azido-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; potassium acetate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

3: water; lithium hydroxide / tetrahydrofuran / 20 °C / Inert atmosphere

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 5 h / 20 °C

5: water; sodium hydroxide / tetrahydrofuran; methanol / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; water; potassium acetate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 2: Suzuki coupling;
DOI:10.1016/j.bmcl.2011.11.080

Reference yield:

: 942919-24-6
1-(phenylsulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo-[2,3-b]pyridine

: 1261080-73-2
(S)-N-(1-azido-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

2: water; lithium hydroxide / tetrahydrofuran / 20 °C / Inert atmosphere

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 5 h / 20 °C

4: water; sodium hydroxide / tetrahydrofuran; methanol / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Suzuki coupling;
DOI:10.1016/j.bmcl.2011.11.080