N-(1-(tertbutyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-fluoro-1-(3-(methylsulfonyl)propyl)-1Hindazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide

Base Information

• Chemical Name: N-(1-(tertbutyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-fluoro-1-(3-(methylsulfonyl)propyl)-1Hindazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide
• CAS No.: 1426425-97-9
• Molecular Formula: C₄₇H₅₃FN₆O₄SSi
• Molecular Weight: 845.126

Synonyms:

Chemical Property of N-(1-(tertbutyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-fluoro-1-(3-(methylsulfonyl)propyl)-1Hindazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide

Chemical Property:

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Technology Process of N-(1-(tertbutyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-fluoro-1-(3-(methylsulfonyl)propyl)-1Hindazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide

There total 8 articles about N-(1-(tertbutyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-fluoro-1-(3-(methylsulfonyl)propyl)-1Hindazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-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:

1-chloro-3-(methanesulfonyl)propane (54533-11-8) + N-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-fluoro-1H-indazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (1422773-06-5) → N-(1-(tertbutyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-fluoro-1-(3-(methylsulfonyl)propyl)-1Hindazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (1426425-97-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 40 ℃; for 16h;

DOI:10.1021/jm301720p

Reference yield:

6-fluoro-3-iodo-1H-indazole (885522-07-6) → N-(1-(tertbutyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-fluoro-1-(3-(methylsulfonyl)propyl)-1Hindazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (1426425-97-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 20 °C

1.2: 1 h / -10 °C

1.3: 3.33 h / -10 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 85 °C / Sonication

3.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 40 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm301720p

Reference yield:

2-bromo-N-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (1422772-97-1) → N-(1-(tertbutyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-fluoro-1-(3-(methylsulfonyl)propyl)-1Hindazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (1426425-97-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / N,N-dimethyl-formamide / 5 h / 90 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 85 °C / Sonication

3: potassium carbonate / N,N-dimethyl-formamide / 16 h / 40 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm301720p

upstream raw materials:

6-fluoro-3-iodo-1H-indazole

2-bromo-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid

2-bromo-N-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide

2-bromo-N-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide

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