3-Hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane

Base Information

• Chemical Name: 3-Hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane
• CAS No.: 872044-70-7
• Molecular Formula: C₂₀H₁₆BCl₂NO₃
• Molecular Weight: 400.069
• UNII: 8RT8P7QL3A
• ChEMBL ID: CHEMBL219629
• DSSTox Substance ID: DTXSID801007419
• Wikidata: Q83003423
• Mol file: 872044-70-7.mol

Synonyms:3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane;AN-0128;AN0128

Chemical Property of 3-Hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane

Chemical Property:

• PSA: 59.42000
• LogP: 3.67350
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 399.0600289
• Heavy Atom Count: 27
• Complexity: 486

Purity/Quality:

97% ^*data from raw suppliers

AN-0128 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)C)Cl)(C2=CC(=C(C=C2)C)Cl)OC(=O)C3=C(C=CC=N3)O

Technology Process of 3-Hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane

There total 3 articles about 3-Hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane 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: 53.0%

B,B-bis(3-chloro-4-methylphenyl)borinic acid (515157-47-8) + 3-hydroxypyridine-2-carboxylic acid (874-24-8) → 3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane (872044-70-7)

Guidance literature:

In ethanol; for 0.25h; Reflux;

DOI:10.1002/cmdc.201700731

Reference yield:

3-hydroxypyridine-2-carboxylic acid (874-24-8) + 3-chloro-4-methylphenylborinic acid → 3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane (872044-70-7)

Guidance literature:

In ethanol; for 0.25h; Heating / reflux;

Reference yield:

3-chloro-4-methyliodobenzene (83846-48-4) → 3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane (872044-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 5 h / 0 °C

1.2: 100 percent / B(OMe)3 / tetrahydrofuran / 0 - 20 °C

2.1: 13.4 g / ethanol; H₂O / 0.25 h / Heating

With isopropylmagnesium chloride; In tetrahydrofuran; ethanol; water;

DOI:10.1016/j.bmcl.2006.08.130

upstream raw materials:

B,B-bis(3-chloro-4-methylphenyl)borinic acid

3-hydroxypyridine-2-carboxylic acid

3-chloro-4-methyliodobenzene