4,6-diphenylpyrimidine-2-carboxylic Acid

Base Information

• Chemical Name: 4,6-diphenylpyrimidine-2-carboxylic Acid
• CAS No.: 6483-96-1
• Molecular Formula: C17H12N2O2
• Molecular Weight: 276.294
• DSSTox Substance ID: DTXSID70398360
• Wikidata: Q82200270
• ChEMBL ID: CHEMBL4869923
• Mol file: 6483-96-1.mol

Synonyms:4,6-diphenylpyrimidine-2-carboxylic Acid;6483-96-1;4,6-diphenyl-pyrimidine-2-carboxylic acid;4,6-diphenyl-2-pyrimidinecarboxylic acid;2-Pyrimidinecarboxylic acid, 4,6-diphenyl-;SCHEMBL4499576;CHEMBL4869923;DTXSID70398360;HMS1578A17;SB58639;4,6-diphenylpyrimidine-2-carboxylicAcid;AS-65112;CS-0059957;W18025

Chemical Property of 4,6-diphenylpyrimidine-2-carboxylic Acid

Chemical Property:

• Boiling Point: 549.1±53.0 °C(Predicted)
• PKA: 2.96±0.10(Predicted)
• PSA: 63.08000
• Density: 1.261±0.06 g/cm3(Predicted)
• LogP: 3.50880
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 276.089877630
• Heavy Atom Count: 21
• Complexity: 323

Purity/Quality:

99%, ^*data from raw suppliers

4,6-Diphenylpyrimidine-2-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=NC(=N2)C(=O)O)C3=CC=CC=C3

Technology Process of 4,6-diphenylpyrimidine-2-carboxylic Acid

There total 6 articles about 4,6-diphenylpyrimidine-2-carboxylic Acid 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%

methyl 4,6-diphenylpyrimidine-2-carboxylate (27427-85-6) → 4,6-diphenyl-2-pyrimidinecarboxylic acid (6483-96-1)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 20h;

DOI:10.1016/j.ejmech.2021.113431

Reference yield:

phenylboronic acid (98-80-6) → 4,6-diphenyl-2-pyrimidinecarboxylic acid (6483-96-1)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium carbonate; triphenylphosphine; palladium diacetate / 1,2-dimethoxyethane; water / 24 h / 85 °C / Inert atmosphere

2: sodium carbonate; triphenylphosphine; palladium diacetate / 1,2-dimethoxyethane; water / 24 h / 85 °C / Inert atmosphere

3: 1,4-diaza-bicyclo[2.2.2]octane / water; dimethyl sulfoxide / 80 °C

4: acetyl chloride / 65 - 70 °C / Inert atmosphere

5: potassium hydroxide / methanol / 20 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; sodium carbonate; acetyl chloride; triphenylphosphine; potassium hydroxide; In methanol; 1,2-dimethoxyethane; water; dimethyl sulfoxide; 1: |Suzuki Coupling / 2: |Suzuki Coupling;

DOI:10.1016/j.ejmech.2021.113431

Reference yield:

2,4-dichloro-6-phenyl-pyrimidine (26032-72-4) → 4,6-diphenyl-2-pyrimidinecarboxylic acid (6483-96-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium carbonate; triphenylphosphine; palladium diacetate / 1,2-dimethoxyethane; water / 24 h / 85 °C / Inert atmosphere

2: 1,4-diaza-bicyclo[2.2.2]octane / water; dimethyl sulfoxide / 80 °C

3: acetyl chloride / 65 - 70 °C / Inert atmosphere

4: potassium hydroxide / methanol / 20 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; sodium carbonate; acetyl chloride; triphenylphosphine; potassium hydroxide; In methanol; 1,2-dimethoxyethane; water; dimethyl sulfoxide; 1: |Suzuki Coupling;

DOI:10.1016/j.ejmech.2021.113431

upstream raw materials:

phenylboronic acid

2,4-dichloro-6-phenyl-pyrimidine

4,6-diphenylpyrimidine-2-carbonitrile

2-chloro-4,6-diphenylpyrimidine

Downstream raw materials:

N-Cyclohexyl-4,6-diphenylpyrimidine-2-carboxamide

p-Cyanophenyl 4,6-Diphenylpyrimidine-2-carboxylate

4-amino-5-(4,6-diphenyl-2-pyrimidinyl)-3,4-dihydro-2H-1,2,4-triazole-3-thione

4,6-diphenyl-2-pyrimidinecarboxylic acid chloroanhydride

Refernces