2,4-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

Base Information

• Chemical Name: 2,4-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
• CAS No.: 936250-17-8
• Molecular Formula: C12H19BN2O4
• Molecular Weight: 266.105
• Hs Code.: 2934999090
• European Community (EC) Number: 623-079-9
• DSSTox Substance ID: DTXSID10584922
• Wikidata: Q72468551
• Mol file: 936250-17-8.mol

Synonyms:936250-17-8;2,4-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine;2,4-Dimethoxypyrimidine-5-boronic acid pinacol ester;2,4-Dimethoxypyrimidine-5-boronic acid, pinacol ester;2,6-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine;MFCD06795654;2,4-DIMETHOXY-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIMIDINE;SCHEMBL1182019;DTXSID10584922;RKHZHTLJEUBARP-UHFFFAOYSA-N;AKOS015960068;AB29178;AM81054;AC-33469;AS-55779;SY110310;CS-0173749;EN300-7390317;A859706;2,4-dimethoxyprimidine-5-boronic acid pinacol ester;2,6-Dimethoxypyrimidine-5-boronic acid, pinacol ester;Z2044818883;2,4-Dimethoxypyrimidine-5-boronic acid pinacol ester, 97%;(2,4-DIMETHOXYPYRIMIDIN-5-YL)BORONIC ACID PINACOL ESTER;2,4-DIMETHOXY-5-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIMIDINE;2,4-bis(methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

Chemical Property of 2,4-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

Chemical Property:

• Vapor Pressure: 3.66E-06mmHg at 25°C
• Boiling Point: 397.4oC at 760 mmHg
• PKA: 2.43±0.29(Predicted)
• Flash Point: 194.1oC
• PSA: 62.70000
• Density: 1.13g/cm3
• LogP: 0.79300
• 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: 3
• Exact Mass: 266.1437873
• Heavy Atom Count: 19
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

2,4-Dimethoxypyrimidine-5-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=C(N=C2OC)OC
• Uses: 2,4-Dimethoxypyrimidine-5-boronic acid, pinacol ester

Technology Process of 2,4-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

There total 4 articles about 2,4-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine 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: 79.0%

2,4-dimethoxy-5-pyrimidinylboronic acid (915021-19-1) + 2,3-dimethyl-2,3-butane diol (76-09-5) → 2,4‐dimethoxy‐5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)pyrimidine (936250-17-8)

Guidance literature:

In tetrahydrofuran; at 20 ℃; Molecular sieve;

Reference yield:

5-bromo-2,4-dimethoxypyrimidine (56686-16-9) + bis(pinacol)diborane (73183-34-3) → 2,4‐dimethoxy‐5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)pyrimidine (936250-17-8)

Guidance literature:

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

Reference yield:

5-bromo-2,4-dimethoxypyrimidine (56686-16-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2,4‐dimethoxy‐5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)pyrimidine (936250-17-8)

Guidance literature:

With triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80 ℃; for 18h;

5-bromo-2,4-dimethoxypyrimidine; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In 1,4-dioxane; at 80 ℃; for 48h;

upstream raw materials:

5-bromo-2,4-dimethoxypyrimidine

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

2,4-dimethoxy-5-pyrimidinylboronic acid

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

Downstream raw materials:

methyl 3-((3-carbamoyl-7-(2,4-dimethoxypyrimidin-5-yl)-6-isopropylquinolin-4-yl)amino)-5-cyclopentylbenzoate

N-[4-[6-tert-butyl-8-(2,4-dimethoxypyrimidin-5-yl)-5-methoxy-3-quinolyl]phenyl]methanesulfonamide

C₂₅H₁₈ClFN₆O₂

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