ChemicalBook > CAS DataBase List > 2-(Pyrimidin-5-yl)benzaldehyde

2-(Pyrimidin-5-yl)benzaldehyde

Product Name
2-(Pyrimidin-5-yl)benzaldehyde
CAS No.
640769-71-7
Chemical Name
2-(Pyrimidin-5-yl)benzaldehyde
Synonyms
AKOS BAR-0660;2-PYRIMIDIN-5-YLBENZALDEHYDE;2-(5-PYRIMIDINYL)BENZALDEHYDE;2-(pyrimidine-5-yl)benzaldehyde;Benzaldehyde, 2-(5-pyrimidinyl)-;2-(Pyrimidin-5-yl)benzaldehyde ISO 9001:2015 REACH
CBNumber
CB2146320
Molecular Formula
C11H8N2O
Formula Weight
184.19
MOL File
640769-71-7.mol
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2-(Pyrimidin-5-yl)benzaldehyde Property

Melting point:
119-120°C
Boiling point:
375.8±35.0 °C(Predicted)
Density 
1.205±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
1.63±0.10(Predicted)
form 
solid
Appearance
White to off-white Solid
CAS DataBase Reference
640769-71-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-41-37/38-22
Safety Statements 
26-36/37/39-39
Hazard Note 
Irritant
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
930067
Product name
2-(Pyrimidin-5-yl)benzaldehyde
Packaging
1G
Price
$198.55
Updated
2025/07/31
TRC
Product number
P997385
Product name
2-(Pyrimidin-5-yl)benzaldehyde
Packaging
100mg
Price
$75
Updated
2021/12/16
AK Scientific
Product number
W7588
Product name
2-Pyrimidin-5-yl-benzaldehyde
Packaging
1g
Price
$83
Updated
2021/12/16
Matrix Scientific
Product number
071852
Product name
2-Pyrimidin-5-yl-benzaldehyde
Purity
95+%
Packaging
1g
Price
$139
Updated
2021/12/16
Matrix Scientific
Product number
071852
Product name
2-Pyrimidin-5-yl-benzaldehyde
Purity
95+%
Packaging
5g
Price
$500
Updated
2021/12/16
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2-(Pyrimidin-5-yl)benzaldehyde Chemical Properties,Usage,Production

Uses

2-(Pyrimidin-5-yl)benzaldehyde is a temporary directing group (TDG) to assist as a co-catalyst for metal catalyzed C-H functionalization. Often in C-H functionalization, an auxiliary compound is used to control site selectivity. These traditionally are covalently bonded to the compound of interest, and must subsequently be removed after functionalization, like a typical protecting group. To simplify the process of C-H functionalization, 2-fluoro-6-(pyrimidin-5-yl)aniline is one of a series of temporary directing groups developed by Deb Maitiμs lab th at promote site selectivity without the inclusion of additional synthetic steps.

2-(pyrimidin-5-yl)benzaldehyde is an effective TDG for meta directed C-H functionalization of amine substituted target compounds, with high selectivity.

Synthesis

4595-59-9

40138-16-7

640769-71-7

GENERAL STEPS: 2-formylphenylboronic acid (290 mg, 2.0 mmol), 5-bromopyrimidine (316 mg, 2.0 mmol), and acetonitrile (8 mL) were added sequentially to a 20 mL microwave reaction tube. Subsequently, 1 M aqueous sodium carbonate (4 mL) and dichlorobis(triphenylphosphine)palladium(II) (100 mg) were added to the mixture. The reaction tube was sealed and the reaction was carried out by microwave radiation at 150 °C for 5 min. After completion of the reaction, the reaction was cooled to room temperature and the reaction mixture was extracted with ethyl acetate. The organic layers were combined and concentrated under reduced pressure to obtain the crude product. The crude product was purified by ISCO fast chromatography system to obtain the target compound 2-(pyrimidin-5-yl)benzaldehyde (220 mg).

References

[1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 18, p. 8607 - 8618
[2] Patent: US2008/153852, 2008, A1. Location in patent: Page/Page column 27
[3] Patent: CN104045626, 2017, B. Location in patent: Paragraph 0318

2-(Pyrimidin-5-yl)benzaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(Pyrimidin-5-yl)benzaldehyde Suppliers

Alchem Pharmtech,Inc.
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View Lastest Price from 2-(Pyrimidin-5-yl)benzaldehyde manufacturers

Dideu Industries Group Limited
Product
2-(Pyrimidin-5-yl)benzaldehyde 640769-71-7
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons
Release date
2022-02-09
Career Henan Chemical Co
Product
2-(Pyrimidin-5-yl)benzaldehyde 640769-71-7
Price
US $1.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
10 tons/month
Release date
2020-01-09

640769-71-7, 2-(Pyrimidin-5-yl)benzaldehydeRelated Search:


  • AKOS BAR-0660
  • 2-(5-PYRIMIDINYL)BENZALDEHYDE
  • 2-PYRIMIDIN-5-YLBENZALDEHYDE
  • Benzaldehyde, 2-(5-pyrimidinyl)-
  • 2-(Pyrimidin-5-yl)benzaldehyde ISO 9001:2015 REACH
  • 2-(pyrimidine-5-yl)benzaldehyde
  • 640769-71-7
  • ALDEHYDE
  • Heterocyclic Compound
  • Benzaldehyde