4-(Pyrimidin-2-yl)benzoic acid

Base Information

• Chemical Name: 4-(Pyrimidin-2-yl)benzoic acid
• CAS No.: 199678-12-1
• Molecular Formula: C11H8N2O2
• Molecular Weight: 200.197
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID90363853
• Nikkaji Number: J1.308.234K
• Wikidata: Q72504914
• Mol file: 199678-12-1.mol

Synonyms:4-(Pyrimidin-2-yl)benzoic acid;199678-12-1;4-Pyrimidin-2-yl-benzoic acid;4-pyrimidin-2-ylbenzoic Acid;Benzoic acid, 4-(2-pyrimidinyl)-;4-(2-Pyrimidinyl)benzoic acid;4-Pyrimidin-2-yl-benzoicacid;SCHEMBL1222172;DTXSID90363853;AMY32312;MFCD01318668;AKOS004116498;CS-W022236;DS-0134;PS-5706;SB55530;NCGC00374137-01;4-(pyrimidin-2-yl)benzoic acid, AldrichCPR;FT-0645978;EN300-745486

Chemical Property of 4-(Pyrimidin-2-yl)benzoic acid

Chemical Property:

• Vapor Pressure: 0.000464mmHg at 25°C
• Melting Point: 238 °C
• Refractive Index: 1.619
• Boiling Point: 301.5 °C at 760 mmHg
• PKA: 3.67±0.10(Predicted)
• Flash Point: 136.2 °C
• PSA: 63.08000
• Density: 1.302 g/cm³
• LogP: 1.84180
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 200.058577502
• Heavy Atom Count: 15
• Complexity: 219

Purity/Quality:

98%min ^*data from raw suppliers

4-Pyrimidin-2-yl-benzoicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N=C1)C2=CC=C(C=C2)C(=O)O
• Uses: 4-Pyrimidin-2-yl-benzoic acid (cas# 199678-12-1) is a useful reactant for the synthesis of alkylimino-quinolinyl isoindolones.

Technology Process of 4-(Pyrimidin-2-yl)benzoic acid

There total 6 articles about 4-(Pyrimidin-2-yl)benzoic 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: 96.0%

4-carboxyphenylboronic acid (14047-29-1) + 2-bromopyrimidine (4595-60-2) → 4-(pyrimidine-2-yl)benzoic acid (199678-12-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; acetonitrile; at 140 ℃; for 0.25h; under 9000.9 Torr; Inert atmosphere; Microwave irradiation;

DOI:10.1021/acs.jmedchem.8b00697

Reference yield: 77.0%

4-pyrimidin-2-ylbenzoic acid methyl ester (466634-79-7) → 4-(pyrimidine-2-yl)benzoic acid (199678-12-1)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 2h;

Reference yield: 74.0%

→ 4-(pyrimidine-2-yl)benzoic acid (199678-12-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; for 18h; Heating;

upstream raw materials:

4-carboxyphenylboronic acid

2-bromopyrimidine

4-(2-pyrimidinyl)-benzaldehyde

4-formylphenylboronic acid,

Downstream raw materials:

2-(4-fluorophenyl)-pyrimidine

1-(4-(pyrimidin-2-yl)phenyl)ethan-1-one

Refernces

• 1、 -. "ANTI-HCMV COMPOSITIONS AND METHODS". Page/Page column 44; 45. . Retrieved 2016/06/06.
• 2、 -. "Benzoimidazole derivatives and pharmaceutical composition comprising the same". Page/Page column 16; 36. . Retrieved 2015/12/17.