4-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl]morpholine

Base Information

• Chemical Name: 4-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl]morpholine
• CAS No.: 1036991-25-9
• Molecular Formula: C₁₇H₂₄BNO₄
• Molecular Weight: 317.193
• Hs Code.: 2934999090
• Mol file: 1036991-25-9.mol

Synonyms:morpholin-4-yl-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxa-borolan-2-yl)-phenyl]-methanone

Chemical Property of 4-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl]morpholine

Chemical Property:

• Melting Point: 78-84?°C
• Boiling Point: 478.7±40.0 °C(Predicted)
• PKA: -1.72±0.20(Predicted)
• Density: 1.14±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

[3-(Morpholine-4-carbonyl)phenyl]boronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl]morpholine

There total 8 articles about 4-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl]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: 85.0%

morpholine (110-91-8,99108-56-2) + 3-carboxyphenylboronic acid pinacol ester (269409-73-6) → morpholin-4-yl-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxa-borolan-2-yl)-phenyl]-methanone (1036991-25-9)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1016/j.ejmech.2012.05.014

Reference yield: 81.0%

4-benzoylmorpholine (1468-28-6) + bis(pinacol)diborane (73183-34-3) → morpholin-4-yl-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxa-borolan-2-yl)-phenyl]-methanone (1036991-25-9)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; C₁₉H₁₃N₃O; potassium tert-butylate; In tetrahydrofuran; at 80 ℃; for 12h; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/anie.201809929

Reference yield: 68.0%

bis(pinacol)diborane (73183-34-3) + (3-bromophenyl)(morpholino)methanone (153435-81-5) → morpholin-4-yl-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxa-borolan-2-yl)-phenyl]-methanone (1036991-25-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane; at 80 ℃; for 12h;

DOI:10.1021/jm400349k

upstream raw materials:

morpholine

3-carboxyphenylboronic acid pinacol ester

2,3-dimethyl-2,3-butane diol

3-Carboxyphenylboronic acid

Downstream raw materials:

4-{4-[3'-(morpholine-4-carbonyl)-biphenyl-4-yl]-[1,2,3]triazol-1-ylmethyl}-3-nitro-benzoic acid

(3-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-quinazolin-6-yl)phenyl)(morpholino)methanone

C₁₅H₁₄BrNO₅

C₁₉H₂₂BrNO₇

Refernces

• 1、 Yang, Lichen,Semba, Kazuhiko,Nakao, Yoshiaki. "para-Selective C?H Borylation of (Hetero)Arenes by Cooperative Iridium/Aluminum Catalysis". supporting information. p. 4853 - 4857. Retrieved 2017/04/11.
• 2、 Chini, Maria Giovanna,De Simone, Rosa,Bruno, Ines,Riccio, Raffaele,Dehm, Friederike,Weinigel, Christina,Barz, Dagmar,Werz, Oliver,Bifulco, Giuseppe. "Design and synthesis of a second series of triazole-based compounds as potent dual mPGES-1 and 5-lipoxygenase inhibitors". experimental part. p. 311 - 323. Retrieved 2012/09/08.