8-bromo-2-(1-hydroxy-3-(methylamino)propyl)quinolin-7-yl benzenesulfonate

Base Information

• Chemical Name: 8-bromo-2-(1-hydroxy-3-(methylamino)propyl)quinolin-7-yl benzenesulfonate
• CAS No.: 1185730-58-8
• Molecular Formula: C₁₉H₁₉BrN₂O₄S
• Molecular Weight: 451.341
• Mol file: 1185730-58-8.mol

Synonyms:8-bromo-2-(1-hydroxy-3-(methylamino)propyl)quinolin-7-yl benzenesulfonate

Chemical Property of 8-bromo-2-(1-hydroxy-3-(methylamino)propyl)quinolin-7-yl benzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-bromo-2-(1-hydroxy-3-(methylamino)propyl)quinolin-7-yl benzenesulfonate

There total 6 articles about 8-bromo-2-(1-hydroxy-3-(methylamino)propyl)quinolin-7-yl benzenesulfonate 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: 81.0%

8-bromo-2-(1-hydroxy-3-oxopropyl)quinolin-7-yl benzenesulfonate (1185730-56-6) + methylamine (74-89-5) → 8-bromo-2-(1-hydroxy-3-(methylamino)propyl)quinolin-7-yl benzenesulfonate (1185730-58-8)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In methanol; at 25 ℃; for 20h;

DOI:10.1021/ja809933h

Reference yield:

8-bromo-2-formylquinolin-7-yl benzenesulfonate (1185730-54-4) → 8-bromo-2-(1-hydroxy-3-(methylamino)propyl)quinolin-7-yl benzenesulfonate (1185730-58-8)

Guidance literature:

Multi-step reaction with 3 steps

1: water; indium; ammonium chloride / tetrahydrofuran / 3 h / Inert atmosphere

2: 2,6-dimethylpyridine; sodium periodate; potassium osmate(VI) dihydrate / 1,4-dioxane; water / 25 °C / Inert atmosphere

3: sodium tris(acetoxy)borohydride / acetic acid / methanol / 20 h / 25 °C / Inert atmosphere

With 2,6-dimethylpyridine; potassium osmate(VI) dihydrate; indium; sodium periodate; water; sodium tris(acetoxy)borohydride; ammonium chloride; acetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; water;

Reference yield:

8-bromo-2-methylquinolin-7-ol (885684-72-0) → 8-bromo-2-(1-hydroxy-3-(methylamino)propyl)quinolin-7-yl benzenesulfonate (1185730-58-8)

Guidance literature:

Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 14.16 h / 0 - 20 °C / Inert atmosphere

2: selenium(IV) oxide / 1,4-dioxane / 24 h / 80 °C / Inert atmosphere

3: water; indium; ammonium chloride / tetrahydrofuran / 3 h / Inert atmosphere

4: 2,6-dimethylpyridine; sodium periodate; potassium osmate(VI) dihydrate / 1,4-dioxane; water / 25 °C / Inert atmosphere

5: sodium tris(acetoxy)borohydride / acetic acid / methanol / 20 h / 25 °C / Inert atmosphere

With 2,6-dimethylpyridine; selenium(IV) oxide; potassium osmate(VI) dihydrate; indium; sodium periodate; water; sodium tris(acetoxy)borohydride; ammonium chloride; N-ethyl-N,N-diisopropylamine; acetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;

upstream raw materials:

8-bromo-2-(1-hydroxy-3-oxopropyl)quinolin-7-yl benzenesulfonate

methylamine

benzenesulfonyl chloride

8-bromo-2-methylquinolin-7-ol

Downstream raw materials:

methyl 6-(((3-(8-bromo-7-(phenylsulfonyloxy)quinolin-2-yl)-3-hydroxypropyl)methyl)amino)-6-oxohexanoate

methyl 14-(8-bromo-7-(phenylsulfonyloxy)quinolin-2-yl)-17-methyl-5,12,18-trioxo-13-oxa-4,11,17-triazatricos-1-yn-23-oate

C₃₀H₃₁BrN₄O₈S