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
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)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-41-37/38-22
- Safety Statements
- 26-36/37/39-39
- Hazard Note
- Irritant
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.
N-Bromosuccinimide Price
- Product number
- 930067
- Product name
- 2-(Pyrimidin-5-yl)benzaldehyde
- Packaging
- 1G
- Price
- $198.55
- Updated
- 2025/07/31
- Product number
- P997385
- Product name
- 2-(Pyrimidin-5-yl)benzaldehyde
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- W7588
- Product name
- 2-Pyrimidin-5-yl-benzaldehyde
- Packaging
- 1g
- Price
- $83
- Updated
- 2021/12/16
- Product number
- 071852
- Product name
- 2-Pyrimidin-5-yl-benzaldehyde
- Purity
- 95+%
- Packaging
- 1g
- Price
- $139
- Updated
- 2021/12/16
- Product number
- 071852
- Product name
- 2-Pyrimidin-5-yl-benzaldehyde
- Purity
- 95+%
- Packaging
- 5g
- Price
- $500
- Updated
- 2021/12/16
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
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View Lastest Price from 2-(Pyrimidin-5-yl)benzaldehyde manufacturers
- 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
- 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