2-(Dimethylamino)pyridine-5-boronic acid hydrate Chemical Properties

Boiling point:

352.3±52.0 °C(Predicted)

Density 

1.19±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

4.21±0.10(Predicted)

form 

Solid

color 

Yellow

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

2933399990

2-(Dimethylamino)pyridine-5-boronic acid hydrate Usage And Synthesis

Uses

2-(Dimethylamino)pyridine-5-boronic acid, hydrade

Synthesis

General procedure for the synthesis of 2-(dimethylamino)pyridine-5-boronic acid from 5-bromo-N,N-dimethylpyridin-2-amine and pinacol ester of bis(boronic acid): to a solution of 1,4-dioxane (20 mL) in 5-bromo-N,N-dimethylpyridin-2-amine (400 mg, 1.989 mmol), was added sequentially 4,4,4',4',5,5,5',5'-octa methyl-2,2'-bis(1,3,2-dioxaborolane) (606 mg, 2.387 mmol), PdCl2(dppf)-CH2Cl2 adduct (162 mg, 0.199 mmol) and potassium acetate (390 mg, 3.98 mmol). The reaction mixture was heated to 100 °C and stirred overnight under nitrogen protection. After completion of the reaction, the mixture was filtered and the filtrate was concentrated under vacuum to afford the crude product (6-(dimethylamino)pyridin-3-yl)boronic acid (420 mg, 0.496 mmol, 25% yield) as a brown oil.LCMS analysis showed the [M+H]+ peak at 167.1.

References

[1] Patent: WO2017/98440, 2017, A1. Location in patent: Page/Page column 170

2-(Dimethylamino)pyridine-5-boronic acid hydrate(579525-46-5)Related Product Information

• 2-Aminopyridine
• Pyridine
• N,N-Dimethyl-1,4-phenylenediamine
• 3-Aminopyridine
• DIMETHYLAMINOPYRIDINE, POLYMER-BOUND
• Chloral hydrate
• 3-Dimethylaminopropylamine
• 4-Dimethylaminopyridine
• 2,6-Lutidine
• 2-(4-ETHOXYCARBONYLPIPERAZINE)PYRIDINE-5-BORONIC ACID PINACOL ESTER
• 6-(PYRROLIDIN-1-YL)PYRIDINE-3-BORONIC ACID, PINACOL ESTER
• 6-(4-morpholinyl)-3-pyridinylboronic acid
• 1-METHYL-5-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-2-YL]PIPERAZINE
• 2-(BENZYLMETHYLAMINO)PYRIDINE-5-BORONIC ACID PINACOL ESTER
• 6-(Morpholin-4-yl)pyridine-3-boronic acid pinacol ester
• 4-[5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• 1-(5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-2-YL)PIPERAZINE
• 2-(PIPERIDIN-1-YL)PYRIDINE-5-BORONIC ACID PINACOL ESTER