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3-Pyridylboronic acid

CAS No.
1692-25-7
Chemical Name:
3-Pyridylboronic acid
Synonyms
PYRIDIN-3-YLBORONIC ACID;3-PYRIDINEBORONIC ACID;PYRIDINE-3-BORONIC ACID;3-PyridyL;3-PYRIDINYLBORONIC ACID;DFD3;AKOS BRN-0272;Pyridine-3-acid;3-Boronopyridine;RARECHEM AH PB 0251
CBNumber:
CB9111390
Molecular Formula:
C5H6BNO2
Molecular Weight:
122.92
MDL Number:
MFCD00674177
MOL File:
1692-25-7.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:45
Product description Number Pack Size Price
3-Pyridinylboronic acid ≥95.0% 512125 1g $90.06
3-Pyridinylboronic acid ≥95.0% 512125 5g $259.02
3-Pyridylboronic Acid (contains varying amounts of Anhydride) P1673 1g $20
3-Pyridylboronic Acid (contains varying amounts of Anhydride) P1673 5g $51
3-Pyridinylboronic acid ≥95.0% 512125 25g $268
More product size

3-Pyridylboronic acid Properties

Melting point >300 °C (lit.)
Boiling point 308.8±34.0 °C(Predicted)
Density 1.22±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Slightly soluble in methanol.
form Powder, Crystals and/or Chunks
pka 4.00±0.10(Predicted)
color White to yellow-orange
BRN 471943
InChI InChI=1S/C5H6BNO2/c8-6(9)5-2-1-3-7-4-5/h1-4,8-9H
InChIKey ABMYEXAYWZJVOV-UHFFFAOYSA-N
SMILES C1=NC=CC=C1B(O)O
CAS DataBase Reference 1692-25-7(CAS DataBase Reference)
UNSPSC Code 12352103
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xn,Xi,C,F
Risk Statements  36/37/38-22-34-11
Safety Statements  36/37/39-3-26-45-16
WGK Germany  3
Hazard Note  Irritant
HazardClass  IRRITANT, KEEP COLD
HS Code  29349990
NFPA 704
1
2 0

3-Pyridylboronic acid price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 512125 3-Pyridinylboronic acid ≥95.0% 1692-25-7 1g $90.06 2025-07-31 Buy
Sigma-Aldrich 512125 3-Pyridinylboronic acid ≥95.0% 1692-25-7 5g $259.02 2025-07-31 Buy
TCI Chemical P1673 3-Pyridylboronic Acid (contains varying amounts of Anhydride) 1692-25-7 1g $20 2025-07-31 Buy
TCI Chemical P1673 3-Pyridylboronic Acid (contains varying amounts of Anhydride) 1692-25-7 5g $51 2025-07-31 Buy
Sigma-Aldrich 512125 3-Pyridinylboronic acid ≥95.0% 1692-25-7 25g $268 2025-07-31 Buy
Product number Packaging Price Buy
512125 1g $90.06 Buy
512125 5g $259.02 Buy
P1673 1g $20 Buy
P1673 5g $51 Buy
512125 25g $268 Buy

3-Pyridylboronic acid Chemical Properties,Uses,Production

Chemical Properties

Light Yellow Powder

Uses

Boronic acid derivatives and their binding affinities with diols.

Uses

3-Pyridylboronic acid is a reagent used for• ;Phosphine-free Suzuki-Miyaura cross-coupling reactions
1 ;Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation
2 ;N-arylation using copper acetylacetonate catalyst
3 ;Copper-mediated cyanation and regioselective cyanation of electron-rich benzenes
4 Reagent use in Preparation of • ;New linear poly(phenylpyridyl) chains by Suzuki coupling
5 ;Oligopyridyl foldamers as mimics of a-helix twist
6 ;Many highly significant therapeutic enzymatic and kinase inhibitors and r

Uses

suzuki reaction

Synthesis Reference(s)

The Journal of Organic Chemistry, 64, p. 3846, 1999 DOI: 10.1021/jo9819279
Tetrahedron Letters, 43, p. 4285, 2002

Synthesis

3-Pyridyl bromide

626-55-1

Triisopropyl borate

5419-55-6

3-Pyridylboronic acid

1692-25-7

The general procedure for the synthesis of pyridine-3-boronic acid from 3-bromopyridine and triisopropyl borate was as follows: first, pyridine-3-boronic acid (1-6) was prepared by subsequent hydrolysis via an appropriate esterification reaction according to the method of Cai et al. (Tetrahedron Lett. 43: 4285-4287, 2002). This was done as follows: 85 mL of toluene was added to a 500 mL three-necked flask, cooled to below -60°C, and then 1.6 M of n-BuLi hexane solution (48.6 mL, 77.8 mmol) was added dropwise over 10 min. After the internal temperature reached -60°C, a toluene solution (30 mL) of 3-bromopyridine (6.8 mL, 70.7 mmol) was slowly added dropwise to keep the internal temperature below -50°C. At this point, a brownish-black solid precipitated, and the resulting slurry was stirred for 20 min. Next, 30 mL of THF was added dropwise to keep the internal temperature below -50°C and stirring was continued for 15 min. Subsequently, triisopropyl borate (19.6 mL, 84.9 mmol) was added all at once via syringe. The solution was slowly heated to -15°C, and the reaction was quenched with 2.7 N aqueous HCl (70.0 mL) and transferred to a partition funnel. The aqueous layer was separated and the organic layer was washed with 10 mL of water. The combined aqueous layers were neutralized to pH 7 with 10 N NaOH aqueous solution and extracted with THF (200 mL x 1, 125 mL x 2). The organic phases were combined and concentrated under reduced pressure. The residue was dissolved in THF/CH3OH (1:1, 140 mL), filtered and diluted with CH3CN to 300 mL.The solvent was converted to CH3CN by distillation and concentrated to 100 mL.The solids were collected by filtration to afford pyridine-3-boronic acid 1 (6.4 g, 73% yield) as an off-white solid. The product was confirmed by 1H NMR (CD3OD): δ 8.64 (br s, 1H), 8.50 (m, 1H), 8.38 (br s, 1H), 7.65 (br s, 1H). The product can be used directly in Suzuki cross-coupling reaction.

References

[1] Patent: WO2005/66162, 2005, A1. Location in patent: Page/Page column 92
[2] Organic Syntheses, 2005, vol. 81, p. 89 - 97

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View Lastest Price from 3-Pyridylboronic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Pyridylboronic acid pictures 2025-10-16 3-Pyridylboronic acid
1692-25-7
US $0.00 / KG 1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
3-Pyridylboronic acid pictures 2025-10-11 3-Pyridylboronic acid
1692-25-7
US $10.00 / KG 100KG 99% 100 mt Hebei Chuanghai Biotechnology Co., Ltd
3-Pyridylboronic acid pictures 2025-08-08 3-Pyridylboronic acid
1692-25-7
US $0.00 / Kg/Drum 1Kg/Drum 99% 5000KG Sichuan Zhuoyu Yantang Technology Co., Ltd.
RARECHEM AH PB 0251 PYRIDIN-3-YLBORONIC ACID PYRIDIN-3-BORONIC ACID PYRIDIN-3-YL-3-BORONIC ACID PYRIDYL-3-BORONIC ACID Pyridine-3-boronic acid,95% Puridin-3-yl-boronicacid 3-Pyridinylboronic acid , May contain varying amounts of anhydride, 97% 3-Pyridinylboronic acid,3-Pyridineboronic acid 3-Pyridylboronic aci Pyridin-3-bronic Acid 0Pyridazine-4,5-dicarboxylicacid Pyridine-3-acid Pyridine - 3 - boric acid 3-Pyridylboronic acid Pyridine-3-boronic acid 3-Boronopyridine 3-Pyridinylboronic acid >=95.0% B(OH)2 3-Pyridylboronic acid pyridin-3-ylboronic acid(3PBA) BORONICACID, B-3-PYRIDINYL- pyridin-3-ylboronic acid(Pyridine-3-boronic acid) 3-Pyridinylboronicacid(=3PyBA) Pyridine-3-boronic acid 95% PYRIDINE-3-BORONIC ACID 3-Pridylboronic acid B-3-Pyridinylboronic Acid Dihydroxy(3-pyridyl)borane Pyridine-3-boronic acid ,98% IFLAB-BB F1957-0039 AKOS BRN-0272 3-PYRIDYLBORONIC ACID 3-PYRIDINYLBORONIC ACID 3-PYRIDINEBORNIC ACID 3-PYRIDINEBORONIC ACID 3-pyridineboric acid Pyridine-3-boronic acidl PYRIDINE-3-YL-BORONIC ACID 3-Pyridylboronic Acid (contains varying amounts of Anhydride) 3-PyridyL 3- pyridyl boric acid 3-Pyridylboronic acid ISO 9001:2015 REACH 3-Pyridineboronic acid (contains varying amounts of Anhydride) DFD3 3-Pyridineboronic Acid extrapure, 98% Pyridine-3-bornic acid 3-Pyridinylboronic acid, 95% Pyridine-3-boronic acid hydrochloride 98% Pyridine-3-boronic acid - [P5080] 1692-25-7 1692-25-2 C5H5BNO2 Boronic Acids Boronic Acids and Derivatives Organometallic Reagents Heteroaryl Boronate Ester Potassium Trifluoroborate Boronic Acids and Derivatives