1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone

Base Information

• Chemical Name: 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone
• CAS No.: 1227068-67-8
• Molecular Formula: C13H22BNO3
• Molecular Weight: 251.134
• Hs Code.: 2934999090
• Mol file: 1227068-67-8.mol

Synonyms:1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone;1-Acetyl-5,6-dihydro-2H-pyridine-4-boronic acid, pinacol ester

Chemical Property of 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone

Chemical Property:

• Vapor Pressure: 0.0±0.7 mmHg at 25°C
• Boiling Point: 329.2±52.0 °C at 760 mmHg
• PKA: -0.34±0.40(Predicted)
• Flash Point: 152.9±30.7 °C
• PSA: 38.77000
• Density: 1.1±0.1 g/cm3
• LogP: 1.73430
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99%, ^*data from raw suppliers

1-Acetyl-5,6-dihydro-2H-pyridine-4-boronic acid, pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone

There total 5 articles about 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone 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: 87.0%

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine hydrochloride (1121057-75-7) + acetyl chloride (75-36-5) → 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridin-1-yl]ethan-1-one (1227068-67-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.5h;

Reference yield: 67.0%

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine hydrochloric acid + acetyl chloride (75-36-5) → 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridin-1-yl]ethan-1-one (1227068-67-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

1-acetyl-1,2,3,6-tetrahydropyridin-4-yl trifluoromethanesulfonate (1227177-83-4) + bis(pinacol)diborane (73183-34-3) → 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridin-1-yl]ethan-1-one (1227068-67-8)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 80 ℃; for 16h; Inert atmosphere;

upstream raw materials:

1-acetyl-1,2,3,6-tetrahydropyridin-4-yl trifluoromethanesulfonate

bis(pinacol)diborane

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine hydrochloride

acetyl chloride

Downstream raw materials:

N-{4-[7-(1-acetylpiperidin-4-yl)-4-aminopyrrolo[2,1-f][1,2,4]triazin-5-yl]-3-fluorophenyl}-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide

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