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

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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)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 22-36/37/38
Safety Statements: 22-26-36/37/39-36
HazardClass: IRRITANT
HS Code: 29335990

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: CDS013999
Product name: pyrimidine-5-boronic acid
Purity: Aldrich<SUP>CPR</SUP>
Packaging: 250 mg
Price: $66.1
Updated: 2025/07/31

TCI Chemical

Product number: P1759
Product name: 5-Pyrimidylboronic Acid (contains varying amounts of Anhydride)
Packaging: 100mg
Price: $32
Updated: 2025/07/31

TCI Chemical

Product number: P1759
Product name: 5-Pyrimidylboronic Acid (contains varying amounts of Anhydride)
Packaging: 1g
Price: $163
Updated: 2025/07/31

TRC

Product number: P997285
Product name: 5-PyrimidylboronicAcid
Packaging: 2.5g
Price: $70
Updated: 2021/12/16

TRC

Product number: P997285
Product name: 5-PyrimidylboronicAcid
Packaging: 10g
Price: $150
Updated: 2021/12/16

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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

Hydrogen bromide Tetrahydrofuran Triisopropyl borate 5-Bromopyrimidine n-Butyllithium

Preparation Products

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5-Pyrimidinylboronic acid Suppliers

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View Lastest Price from 5-Pyrimidinylboronic acid manufacturers

Shanghai UCHEM Inc.

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

Hebei Zhanyao Biotechnology Co. Ltd

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

Dideu Industries Group Limited

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

109299-78-7, 5-Pyrimidinylboronic acidRelated Search:

Pyrimidine-5-boronic acid pinacol ester Ethyl 2-(Chlorosulfonyl)acetate Fluoroboric acid Pyrimidine Zinc borate Folic acid Boric acid Sulfadiazine Citric acid Ascoric Acid 4-BENZYLOXY-2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER 2-Aminopyrimidine-5-boronic Acid Pinacol Ester 2,4-DI(TERT-BUTOXY)PYRIMIDIN-5-YLBORONIC ACID HYDRATE N-Phenyldiethanolamine 2-pyridylboronate 2,4-DICHLORO-5-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)PYRIMIDINE 2,4-BIS(BENZYLOXY)PYRIMIDINE-5-BORONIC ACID 2-Methoxypyrimidine-5-boronic acid 2,4-Dimethoxyprimidine-5-boronic acid

4(5)-METHYL-1H-IMIDAZOLE-2-CARBALDEHYDE

4-METHYL-1H-IMIDAZOLE-2-CARBALDEHYDE

Boronic acid, 5-pyrimidinyl- (9CI)

Pyrimidine-5-Boronic

5-Pyrimidinylboronic acid

5-Pyrimidylboronic Acid (contains varying amounts of Anhydride)

PYRIMIDINYL-5-BORONIC ACID

Pyrimidine-5-boronic acid ,97%

12 Pyrimidine-5-Boronic Acid

5-Pyrimidinylboronic acid , May contain varying amounts of anhydride, 97%

5-Pyrimidinylboronic

Boronicacid,B-5-pyriMidinyl-

pyriMidin-5-yl-5-boronic acid

5-PyriMidinylboronic acid, 97%, May contain varying aMounts of anhydride

5-PyriMinylbornic acid

5-Boronopyrimidine, 5-Borono-1,3-diazine

5-pyrimidine boric acid

5-Pyrimidinylboronicaci

5-Pyrimidinylboronic acid ISO 9001：2015 REACH

Pyrimidine-5-boronic acid(contains varying amounts of Anhydride)

CAS:109299-78-7

Pyrimidine-5-boronic acid, 98%

Pyrimidine-5-boronic acid - [P5106]

109299-78-7

C4H5N2O2B

C4H5BN2O2

Boronate Ester

Potassium Trifluoroborate

PYRIMIDINE

blocks

BoronicAcids

Heterocycles

Substituted Boronic Acids

B (Classes of Boron Compounds)

Boronic Acids

Boronic Acids & Esters

Pyrazines, Pyrimidines & Pyridazines

Pyridines

Boronic Acids & Esters

Pyrazines, Pyrimidines & Pyridazines

Boronic acid

Organoborons