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1072951-54-2

1072951-54-2 Structure

1072951-54-2 Structure
IdentificationBack Directory
[Name]

2,6-Dichloropyridine-4-boronicacid
[CAS]

1072951-54-2
[Synonyms]

2,6-Dichloropyridine-4-boronicacid
2,6-DICHLOROPYRIDIN-4-YLBORONIC ACID
(2,6-Dichloropyridin-4-yl)boronicaci
6-dichloropyridin-4-yl-4-boronic acid
Boronic acid, B-(2,6-dichloro-4-pyridinyl)-
2,6-Dichloropyridine-4-boronicacid ISO 9001:2015 REACH
[Molecular Formula]

C5H4BCl2NO2
[MDL Number]

MFCD09751352
[MOL File]

1072951-54-2.mol
[Molecular Weight]

191.808
Questions And AnswerBack Directory
[Preparation]

Under nitrogen protection, n-BuLi (3 mL, 2.5 M hexane solution, 1.50 equivalents) was added dropwise to a solution of 2,6-dichloro-4-iodopyridine (1.40 g, 5.112 mmol, 1.00 equivalents) in tetrahydrofuran (20 mL) at -78 °C. The resulting solution was stirred at -78 °C for 30 min. Trimethyl borate (580 mg, 5.582 mmol, 1.10 equivalents) was added at -78 °C, and the reaction mixture was stirred at -78 °C for 1 h. The resulting solution was stirred at room temperature for another 12 h, followed by quenching with 1.6 g of pinacol and AcOH (0.6 mL). The solid was filtered off and the liquid was concentrated under vacuum to give the title compound 2,6-Dichloropyridine-4-boronicacid (1 g, crude), as a yellow solid.
Chemical PropertiesBack Directory
[Boiling point ]

396.8±52.0 °C(Predicted)
[density ]

1.56±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Store in freezer, under -20°C
[pka]

5.57±0.11(Predicted)
[InChI]

InChI=1S/C5H4BCl2NO2/c7-4-1-3(6(10)11)2-5(8)9-4/h1-2,10-11H
[InChIKey]

JFUQZFQJFYZZGY-UHFFFAOYSA-N
[SMILES]

B(C1C=C(Cl)N=C(Cl)C=1)(O)O
[CAS DataBase Reference]

1072951-54-2
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933399990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2,6-dichloro-4-iodopyridine-->n-Butyllithium-->Trimethyl borate
[Preparation Products]

1-(2,6-dichloropyridin-4-yl)propan-1-one-->2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Hazard InformationBack Directory
[Uses]

2,6-Dichloropyridine-4-boronic is used in preparation of orally bioavailable GPR40 agonists bearing thiophenylpropanoic acid scaffold for diabetes treatment
Spectrum DetailBack Directory
[Spectrum Detail]

2,6-Dichloropyridine-4-boronicacid(1072951-54-2)1HNMR
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