N-[(R)-1-(6-bromo-3-fluoropyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methylethoxy)-1-methylethyl]-4-nitrobenzenesulfonamide

Base Information

• Chemical Name: N-[(R)-1-(6-bromo-3-fluoropyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methylethoxy)-1-methylethyl]-4-nitrobenzenesulfonamide
• CAS No.: 1387561-17-2
• Molecular Formula: C₁₈H₁₅BrF₄N₄O₅S
• Molecular Weight: 555.305
• Mol file: 1387561-17-2.mol

Synonyms:N-[(R)-1-(6-bromo-3-fluoropyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methylethoxy)-1-methylethyl]-4-nitrobenzenesulfonamide

Chemical Property of N-[(R)-1-(6-bromo-3-fluoropyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methylethoxy)-1-methylethyl]-4-nitrobenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(R)-1-(6-bromo-3-fluoropyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methylethoxy)-1-methylethyl]-4-nitrobenzenesulfonamide

There total 12 articles about N-[(R)-1-(6-bromo-3-fluoropyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methylethoxy)-1-methylethyl]-4-nitrobenzenesulfonamide 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: 99.0%

(R)-2-[(R)-2-(6-bromo-3-fluoropyridin-2-yl)-2-(4-nitrobenzenesulfonylamino)propoxy]-3,3,3-trifluoro-2-methylpropionamide (1387561-16-1) → N-[(R)-1-(6-bromo-3-fluoropyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methylethoxy)-1-methylethyl]-4-nitrobenzenesulfonamide (1387561-17-2)

Guidance literature:

With triethylamine; trifluoroacetic anhydride; In dichloromethane; at 0 - 5 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c01300

Reference yield:

(R)-N-(2-(6-bromo-3-fluoro-4-(triethylsilyl)pyridin-2-yl)-2-hydroxypropyl)-4-nitrobenzenesulfonamide (1387561-13-8) → N-[(R)-1-(6-bromo-3-fluoropyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methylethoxy)-1-methylethyl]-4-nitrobenzenesulfonamide (1387561-17-2)

Guidance literature:

Multi-step reaction with 5 steps

1: triphenylphosphine; diethylazodicarboxylate / toluene; tetrahydrofuran / 1 h / 4 - 20 °C

2: potassium fluoride; acetic acid / N,N-dimethyl-formamide; tetrahydrofuran / 1 h / 20 °C

3: hydrogenchloride; potassium tert-butylate / N,N-dimethyl-formamide; water / 3.25 h / 25 °C / Inert atmosphere

4: ammonia / methanol / 26 h / 50 °C / Sealed vessel

5: triethylamine; trifluoroacetic anhydride / dichloromethane / 0.5 h / 0 - 5 °C

With hydrogenchloride; potassium fluoride; potassium tert-butylate; ammonia; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic anhydride; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

6-bromo-3-fluoro-2-[(2S)-2-methyl-1-(4-nitrobenzenesulfonyl)aziridin-2-yl]pyridine (1387561-15-0) → N-[(R)-1-(6-bromo-3-fluoropyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methylethoxy)-1-methylethyl]-4-nitrobenzenesulfonamide (1387561-17-2)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; potassium tert-butylate / N,N-dimethyl-formamide; water / 3.25 h / 25 °C / Inert atmosphere

2: ammonia / methanol / 26 h / 50 °C / Sealed vessel

3: triethylamine; trifluoroacetic anhydride / dichloromethane / 0.5 h / 0 - 5 °C

With hydrogenchloride; potassium tert-butylate; ammonia; triethylamine; trifluoroacetic anhydride; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

2-bromo-5-fluoropyridine

2-bromo-5-fluoro-4-triethylsilanylpyridine

1-(6-bromo-3-fluoro-4-(triethylsilyl)pyridin-2-yl)ethan-1-one

(S)-2-(6-bromo-3-fluoro-4-triethylsilanylpyridin-2-yl)-2-trimethylsilanyloxy-propionitrile