4-(Pyrimidin-2-Yl)Benzaldehyde

Base Information

• Chemical Name: 4-(Pyrimidin-2-Yl)Benzaldehyde
• CAS No.: 77232-38-3
• Molecular Formula: C11H8N2O
• Molecular Weight: 184.197
• Hs Code.: 2933599090
• European Community (EC) Number: 800-343-3
• DSSTox Substance ID: DTXSID10507434
• Nikkaji Number: J2.345.333I
• Wikidata: Q82363664
• Mol file: 77232-38-3.mol

Synonyms:4-(Pyrimidin-2-Yl)Benzaldehyde;77232-38-3;4-pyrimidin-2-ylbenzaldehyde;2-(4-Formylphenyl)pyrimidine;4-(2-pyrimidinyl)benzaldehyde;Benzaldehyde, 4-(2-pyrimidinyl)-;4-Pyrimidin-2-yl-benzaldehyde;SCHEMBL1124023;4-(2-pyrimidinyl)-benzaldehyde;DTXSID10507434;JUYLMPWKVWDXBE-UHFFFAOYSA-N;2-(4-Formylphenyl)-1,3-diazine;MFCD08056282;AKOS004116502;PS-5679;SB57642;4-(pyrimidin-2-yl)benzaldehyde, AldrichCPR;CS-0019311;FT-0745828

Chemical Property of 4-(Pyrimidin-2-Yl)Benzaldehyde

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Melting Point: 111.5-112.0 °C
• Refractive Index: 1.621
• Boiling Point: 257.101 °C at 760 mmHg
• PKA: 0.46±0.13(Predicted)
• Flash Point: 113.036 °C
• PSA: 42.85000
• Density: 1.205 g/cm³
• LogP: 1.95610
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 184.063662883
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

98%min ^*data from raw suppliers

4-(Pyrimidin-2-yl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N=C1)C2=CC=C(C=C2)C=O

Technology Process of 4-(Pyrimidin-2-Yl)Benzaldehyde

There total 8 articles about 4-(Pyrimidin-2-Yl)Benzaldehyde 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: 78.1%

4-formylphenylboronic acid, (87199-17-5) + 2-bromopyrimidine (4595-60-2) → 4-(2-pyrimidinyl)-benzaldehyde (77232-38-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In 1,2-dimethoxyethane; water; at 90 ℃; for 18h; Inert atmosphere;

Reference yield: 65.4%

2-(4-Bromomethyl-phenyl)-pyrimidine (77232-37-2) → 4-(2-pyrimidinyl)-benzaldehyde (77232-38-3)

Guidance literature:

With ethanol; 2-nitropropane; sodium; In N,N-dimethyl-formamide; at 60 - 65 ℃; for 2h;

DOI:10.1002/hlca.19810640114

Reference yield:

p-methylbenzamidine hydrochloride (6326-27-8) → 4-(2-pyrimidinyl)-benzaldehyde (77232-38-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 89.6 percent / sodium methylate / ethanol; methanol / 5 h / Heating

2: 89.2 percent / phosphorus oxychloride, N,N-dimethylaniline / 1 h / Heating

3: 91 percent / hydrogen / 5 percent Pd/C / ethanol / 0.28 h / 760 Torr / Ambient temperature

4: 93.6 percent / N-bromosuccinimide, dibenzoylperoxide, α,α'-azoisobutyronitrile / CCl4 / 3 h / Heating; Irradiation

5: 65.4 percent / sodium, ethanol, 2-nitropropane / dimethylformamide / 2 h / 60 - 65 °C

With N-Bromosuccinimide; ethanol; 2-nitropropane; azobisisobutyronitrile; hydrogen; sodium methylate; sodium; N,N-dimethyl-aniline; trichlorophosphate; dibenzoyl peroxide; palladium on activated charcoal; In methanol; tetrachloromethane; ethanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19810640114

upstream raw materials:

2-(4-Bromomethyl-phenyl)-pyrimidine

4-formylphenylboronic acid,

p-methylbenzamidine hydrochloride

2-(4-methylphenyl)-4,6-dichloropyrimidine

Refernces

• 1、 Skerlj, Renato,Bridger, Gary,Zhou, Yuanxi,Bourque, Elyse,McEachern, Ernest,Metz, Markus,Harwig, Curtis,Li, Tong-Shuang,Yang, Wen,Bogucki, David,Zhu, Yongbao,Langille, Jonathan,Veale, Duane,Ba, Tuya,Bey, Michael,Baird, Ian,Kaller, Alan,Krumpak, Maria,Leitch, David,Satori, Michael,Vocadlo, Krystyna,Guay, Danielle,Nan, Susan,Yee, Helen,Crawford, Jason,Chen, Gang,Wilson, Trevor,Carpenter, Bryon,Gauthier, David,MacFarland, Ron,Mosi, Renee,Bodart, Veronique,Wong, Rebecca,Fricker, Simon,Schols, Dominique. "Design of substituted imidazolidinylpiperidinylbenzoic acids as chemokine receptor 5 antagonists: Potent inhibitors of R5 HIV-1 replication". supporting information. p. 8049 - 8065. Retrieved 2013/11/06.
• 2、 -. "Methods of treatment using an EP2 selective receptor agonist". Page/Page column 48. . Retrieved 2010/02/13.