4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)morpholine

Base Information

• Chemical Name: 4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)morpholine
• CAS No.: 957198-30-0
• Molecular Formula: C14H22BN3O3
• Molecular Weight: 291.158
• Hs Code.: 2934999090
• European Community (EC) Number: 894-071-2
• DSSTox Substance ID: DTXSID50585958
• Wikidata: Q72493025
• Mol file: 957198-30-0.mol

Synonyms:957198-30-0;2-(4-MORPHOLINO)PYRIMIDINE-5-BORONIC ACID PINACOL ESTER;4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)morpholine;4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl]morpholine;C14H22BN3O3;2-(4-MORPHOLINO)PYRIMIDINE-5-BORONIC ACID, PINACOL ESER;MFCD07368246;4-(5-(4455-Tetramethyl-132-dioxaborolan-2-yl)pyrimidin-2-yl)morpholine;SCHEMBL1877437;DTXSID50585958;HNVAYPJNFUXYII-UHFFFAOYSA-N;(2-MORPHOLINOPYRIMIDIN-5-YL)BORONIC ACID PINACOL ESTER;MFCD17167301;AKOS005259718;AB31990;CS-W019234;AC-33451;AM804614;DS-14810;SY066330;EN300-7386095;2-Morpholinopyrimidine-5-boronic Acid Pinacol Ester;2-(4-Thiomorpholino)pyrimidine-5-boronic acid, pinacol ester;2-(MORPHOLINO)PYRIMIDINE-5-BORONIC ACID PINACOL ESTER;2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester, AldrichCPR;4-[5-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIMIDIN-2-YL]MORPHOLINE

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

Chemical Property:

• Boiling Point: 453.4 °C at 760 mmHg
• Flash Point: 228 °C
• PSA: 56.71000
• Density: 1.16 g/cm³
• LogP: 0.67740
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 291.1754217
• Heavy Atom Count: 21
• Complexity: 351

Purity/Quality:

97% ^*data from raw suppliers

2-Morpholino-4-pyrimidine-5-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=C(N=C2)N3CCOCC3

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

There total 2 articles about 4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-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: 88.0%

4-(5-bromopyrimidin-2-yl)morpholine (84539-22-0) + bis(pinacol)diborane (73183-34-3) → 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl]morpholine (957198-30-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; Inert atmosphere;

Reference yield:

→ 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl]morpholine (957198-30-0)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 100 ℃; for 4.5h;

Reference yield: 100.0%

4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl]morpholine (957198-30-0) + trans-1-(4-bromo-5-fluoro-2-nitrophenyl)-4-methoxy-N-(2-methoxyethyl)-N-methylpyrrolidin-3-amine → trans-1-(5-fluoro-4-(2-morpholinopyrimidin-5-yl)-2-nitrophenyl)-4-methoxy-N-(2-methoxyethyl)-N-methylpyrrolidin-3-amine

Guidance literature:

With potassium phosphate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); In 1,4-dioxane; water; at 110 ℃; for 0.666667h; Inert atmosphere; Microwave irradiation;

upstream raw materials:

4-(5-bromopyrimidin-2-yl)morpholine

bis(pinacol)diborane

Downstream raw materials:

4-[5-(2-bromo-phenyl)pyrimidin-2-yl]morpholine

ethyl 2-(3-(4-((3-(2-morpholinopyrimidin-5-yl)benzyl)oxy)phenyl)oxetan-3-yl)acetate