4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-CYCLOHEXEN-1-YL]-MORPHOLINE

Base Information

• Chemical Name: 4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-CYCLOHEXEN-1-YL]-MORPHOLINE
• CAS No.: 1046793-56-9
• Molecular Formula: C16H28BNO3
• Molecular Weight: 293.214
• Hs Code.: 2934999090
• Mol file: 1046793-56-9.mol

Synonyms:4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-CYCLOHEXEN-1-YL]-MORPHOLINE;4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enyl)morpholine

Chemical Property of 4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-CYCLOHEXEN-1-YL]-MORPHOLINE

Chemical Property:

• Boiling Point: 348.4±52.0 °C(Predicted)
• PKA: 7.57±0.20(Predicted)
• PSA: 30.93000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 2.36680
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

4-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)cyclohex-3-en-1-yl]morpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)cyclohex-3-en-1-yl]morpholine is a reactant used in the preparation of azaindole derivatives as c-Jun N-terminal kinase inhibitors.

Technology Process of 4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-CYCLOHEXEN-1-YL]-MORPHOLINE

There total 4 articles about 4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-CYCLOHEXEN-1-YL]-MORPHOLINE 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: 86.0%

4-morpholinocyclohex-1-en-1-yl trifluoromethanesulfonate (1046793-55-8) + bis(pinacol)diborane (73183-34-3) → 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-en-1-yl)morpholine (1046793-56-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; for 12h; Reflux; Inert atmosphere;

Reference yield:

4-(morpholin-4-yl)cyclohexan-1-one (139025-93-7) → 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-en-1-yl)morpholine (1046793-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 12 h / 20 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 12 h / Reflux; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-en-1-yl)morpholine (1046793-56-9)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid; sodium cyanoborohydride / dichloromethane / 25 °C

2: hydrogenchloride / water; tetrahydrofuran / 21 h / 25 - 80 °C

3: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 25 °C

4: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 110 °C / Inert atmosphere

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; sodium cyanoborohydride; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

upstream raw materials:

4-morpholinocyclohex-1-en-1-yl trifluoromethanesulfonate

bis(pinacol)diborane

4-(morpholin-4-yl)cyclohexan-1-one

cyclohexanedione monoethylene ketal

Downstream raw materials:

7-(1-methyl-1H-pyrazol-4-yl)-2-[4-(morpholin-4-yl)cyclohex-1-en-1-yl]-5-(phenylsulfonyl)-5H-pyrrolo[2,3-b]-pyrazine

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