5-Pyrimidinylboronic acid
- Product Name
- 5-Pyrimidinylboronic acid
- CAS No.
- 109299-78-7
- Chemical Name
- 5-Pyrimidinylboronic acid
- Synonyms
- 4-METHYL-1H-IMIDAZOLE-2-CARBALDEHYDE;CAS:109299-78-7;Pyrimidine-5-Boronic;5-Pyrimidinylboronic;5-PyriMinylbornic acid;5-pyrimidine boric acid;5-Pyrimidinylboronicaci;5-Pyrimidinylboronic acid;PYRIMIDINYL-5-BORONIC ACID;12 Pyrimidine-5-Boronic Acid
- CBNumber
- CB8259431
- Molecular Formula
- C4H5BN2O2
- Formula Weight
- 123.91
- MOL File
- 109299-78-7.mol
5-Pyrimidinylboronic acid Property
- Melting point:
- 110-114 °C
- Boiling point:
- 334.7±34.0 °C(Predicted)
- Density
- 1.33±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Soluble in Ether, MeOH, DMSO, THF.
- form
- powder to crystal
- pka
- 5.23±0.10(Predicted)
- color
- White to Orange to Green
- InChI
- InChI=1S/C4H5BN2O2/c8-5(9)4-1-6-3-7-2-4/h1-3,8-9H
- InChIKey
- HZFPPBMKGYINDF-UHFFFAOYSA-N
- SMILES
- B(C1=CN=CN=C1)(O)O
- CAS DataBase Reference
- 109299-78-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 22-26-36/37/39-36
- HazardClass
- IRRITANT
- HS Code
- 29335990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H301Toxic if swalloed
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.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- CDS013999
- Product name
- pyrimidine-5-boronic acid
- Purity
- Aldrich<SUP>CPR</SUP>
- Packaging
- 250 mg
- Price
- $66.1
- Updated
- 2025/07/31
- Product number
- P1759
- Product name
- 5-Pyrimidylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 100mg
- Price
- $32
- Updated
- 2025/07/31
- Product number
- P1759
- Product name
- 5-Pyrimidylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $163
- Updated
- 2025/07/31
- Product number
- P997285
- Product name
- 5-PyrimidylboronicAcid
- Packaging
- 2.5g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- P997285
- Product name
- 5-PyrimidylboronicAcid
- Packaging
- 10g
- Price
- $150
- Updated
- 2021/12/16
5-Pyrimidinylboronic acid Chemical Properties,Usage,Production
Chemical Properties
Off-white powder
Uses
suzuki reaction
Uses
5-Pyrimidylboronic Acid, is one of the new heteroarylpyrimidine derivatives via Suzuki cross-coupling reactions.
Synthesis
4595-59-9
109299-78-7
General procedure for the synthesis of 5-pyrimidinylboronic acid from 5-bromopyrimidine: BuLi (3.02 mL, 2M hexane solution, 7.55 mmol) was slowly added dropwise to a stirring anhydrous toluene (16 mL) and anhydrous THF (4 mL) in a mixed solution of 5-bromopyrimidine (1 g, 6.29 mmol) and triisopropyl borate (1.46 mL, 7.55 mmol), under nitrogen protection. mL) in a mixed solution at a reaction temperature of -70 °C. The reaction mixture was continuously stirred at -70 °C for 30 min and then removed from the cold bath. When the internal temperature rose to -20 °C, the reaction was quenched by dropwise addition of 2M HCl (10 mL). Phase separation was carried out after gradually warming the mixture to room temperature. The aqueous phase was adjusted to pH 5.5 with 2M KOH and extracted with THF (3 x 25 mL). The organic phases were combined, dried with MgSO4, filtered and concentrated under reduced pressure to give a colorless solid. The solid was slurried in acetonitrile (2 mL), collected by filtration and dried over a sintered mass to give the final target product 5-pyrimidinylboronic acid as a bright white solid (340 mg, 44% yield).8H (MeOD; 250 MHz) 8.98 (2H, s), 9.14 (1H, s).
References
[1] Synthetic Communications, 2003, vol. 33, # 5, p. 795 - 800
[2] Organic and Biomolecular Chemistry, 2004, vol. 2, # 6, p. 852 - 857
[3] Patent: WO2005/103019, 2005, A1. Location in patent: Page/Page column 16
[4] Journal of Organic Chemistry, 2002, vol. 67, # 15, p. 5394 - 5397
[5] Patent: US2006/111394, 2006, A1. Location in patent: Page/Page column 17
5-Pyrimidinylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-Pyrimidinylboronic acid manufacturers
- Product
- 5-Pyrimidinylboronic acid 109299-78-7
- Price
- US $17.00-301.00/g
- Min. Order
- 5g
- Purity
- 0.98
- Supply Ability
- 25kg
- Release date
- 2025-01-08
- Product
- 5-Pyrimidinylboronic acid 109299-78-7
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 Tons
- Release date
- 2021-10-14
- Product
- 5-Pyrimidinylboronic acid 109299-78-7
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-22