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ChemicalBook >> CAS DataBase List >>2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester

2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester

CAS No.
710348-69-9
Chemical Name:
2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester
Synonyms
2-Oxo-2,3-dihydro-1H-benzoiMidazole-5-boronic acid;2-Hydroxybenzimidazole-5-boronic acid, pinacol ester;2-Oxo-2,3-dihydrobenzimidazole-5-boronic Acid Pinacol Ester;5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydrob...;2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-benzo[d]imidazol-2-ol;2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester;5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-1,3-benzodiazol-2-one;5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydrobenzimidazol-2-one;5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-benziMidazol-2-one
CBNumber:
CB91486464
Molecular Formula:
C13H17BN2O3
Molecular Weight:
260.1
MDL Number:
MFCD09260491
MOL File:
710348-69-9.mol
MSDS File:
SDS
Last updated:2026-05-28 05:44:16
Product description Number Pack Size Price
2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester Aldrich BML00181 1g $506
2,3-Dihydro-2-oxo-1H-benzimidazole-5-boronic acid, pinacol ester 97% OR3191 100mg $21
2,3-Dihydro-2-oxo-1H-benzimidazole-5-boronic acid, pinacol ester 97% OR3191 250mg $33
2,3-Dihydro-2-oxo-1H-benzimidazole-5-boronic acid, pinacol ester 97% OR3191 1g $109
2,3-Dihydro-2-oxo-1H-benzimidazole-5-boronic acid, pinacol ester 97% OR3191 5g $531

2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester Properties

storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form solid
color grey
InChI 1S/C13H17BN2O3/c1-12(2)13(3,4)19-14(18-12)8-5-6-9-10(7-8)16-11(17)15-9/h5-7H,1-4H3,(H2,15,16,17)
InChIKey LQVSXEXWXILGBH-UHFFFAOYSA-N
SMILES B3(OC(C(O3)(C)C)(C)C)c1cc2[nH][c]([nH]c2cc1)=O
UNSPSC Code 12352200
NACRES NA.21

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P271-P280
target organs Respiratory system
WGK Germany  3
HS Code  2933998090
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich BML00181 2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester Aldrich 710348-69-9 1g $506 2026-04-30 Buy
Apolloscientific OR3191 2,3-Dihydro-2-oxo-1H-benzimidazole-5-boronic acid, pinacol ester 97% 710348-69-9 100mg $21 2026-06-04 Buy
Apolloscientific OR3191 2,3-Dihydro-2-oxo-1H-benzimidazole-5-boronic acid, pinacol ester 97% 710348-69-9 250mg $33 2026-06-04 Buy
Apolloscientific OR3191 2,3-Dihydro-2-oxo-1H-benzimidazole-5-boronic acid, pinacol ester 97% 710348-69-9 1g $109 2026-06-04 Buy
Apolloscientific OR3191 2,3-Dihydro-2-oxo-1H-benzimidazole-5-boronic acid, pinacol ester 97% 710348-69-9 5g $531 2026-06-04 Buy
Product number Packaging Price Buy
BML00181 1g $506 Buy
OR3191 100mg $21 Buy
OR3191 250mg $33 Buy
OR3191 1g $109 Buy
OR3191 5g $531 Buy

2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester Chemical Properties,Uses,Production

Synthesis

5-Bromo-1,3-dihydrobenzoimidazol-2-one

39513-26-3

Bis(pinacolato)diboron

73183-34-3

2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester

710348-69-9

5-Bromo-1,3-dihydrobenzimidazol-2-one (20.0 g, 93.9 mmol) was dissolved in anhydrous N,N-dimethylformamide (DMF, 150 mL) purged with argon. To this solution was sequentially added bis(pinacolato)diboron (28.6 g, 113 mmol), potassium acetate (KOAc, 27.6 g, 282 mmol), and a 1:1 complex of dichlorobis(triphenylphosphine)palladium(II) (PdCl2(DPPF), 7.67 g, 9.40 mmol) with dichloromethane (CH2Cl2). The reaction mixture was heated to 95 °C and kept overnight under mechanical stirring. After completion of the reaction, it was cooled to room temperature and diluted with brine (500 mL) and ethyl acetate (EtOAc, 750 mL). The mixture was filtered to remove the dark brown solid and the solid portion was washed well with ethyl acetate. The organic layer was separated, washed with water (3 x 500 mL), subsequently dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure. The crude product was washed with dichloromethane/hexane (1:1) to afford the target product 2-oxo-2,3-dihydro-1H-benzimidazole-5-boronic acid pinacol ester (10.9 g, 44% yield). Thin layer chromatography (TLC) Rf = 0.52 (silica gel plate, unfolding reagent: dichloromethane/methanol = 85:15); melting point 313-315 °C (decomposition); 1H NMR (300 MHz, DMSO-d6) δ 1.27 (s, 12H), 6.92 (d, J = 7.7 Hz, 1H), 7.17 (s, 1H), 7.28 (d, J = 7.7 Hz, 1H), 10.62 (s, 1H), 10.74 (s, 1H); APCI MS m/z 261 [C13H17BN2O3 + H]+; HPLC purity 98.3%, retention time (tR) = 18.3 min; Calculated values for elemental analysis (C13H17BN2O3): C, 57.07; H, 6.82; N. Measured values: C, 56.69; H, 6.44; N, 10.21. HPLC conditions: Waters Symmetry C18 column (4.6 mm × 250 mm); mobile phase: water/acetonitrile (95:5 to 0:100 gradient elution); flow rate 1.0 mL/min (25 min); detection wavelength 254 nm.

References

[1] Patent: WO2004/52847, 2004, A2. Location in patent: Page 298
[2] Patent: WO2016/176449, 2016, A1. Location in patent: Page/Page column 94; 95; 97
[3] Patent: WO2007/80382, 2007, A1. Location in patent: Page/Page column 133

2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester Preparation Products And Raw materials

2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester Suppliers

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2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester pictures 2020-03-08 2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester
710348-69-9
$3.00 1KG 96%-99% 500kg Career Henan Chemical Co

2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester Spectrum

2H-BenziMidazol-2-one, 1,3-dihydro-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)- 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-benziMidazol-2-one 2-Oxo-2,3-dihydro-1H-benzoiMidazole-5-boronic acid 2,3-Dihydro-2-oxo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole, 1,3-Dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzimidazol-2-one 3-hydroxy-2,3-dimethylbutan-2-yl hydrogen (2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)boronate 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydrobenzimidazol-2-one 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3- dihydro-benzoimidazol-2-one 2,3-Dihydro-2-oxo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole 2-Hydroxybenzimidazole-5-boronic acid, pinacol ester 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-benzo[d]imidazol-2-ol 5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-1,3-benzodiazol-2-one 2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,3a,7a-tetrahydro-2H-benzo[d]imidazol-2-one 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-benzo[d]imidazol-2-one 2-Oxo-2,3-dihydrobenzimidazole-5-boronic Acid Pinacol Ester 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydrob... 1,3-Dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzimidazol-2-one 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-benzimidazol-2-one 2-Oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid, pinacol ester 1,3-Dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[d]imidazol-2-one 710348-69-9
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