| Identification | More | [Name]
6-(Morpholin-4-yl)pyridine-3-boronic acid pinacol ester | [CAS]
485799-04-0 | [Synonyms]
1-[5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-2-YL]MORPHOLINE
2-(4-MORPHOLINO)PYRIDINE-5-BORONIC ACID PINACOL ESTER
2-(MORPHOLIN-4-YL)PYRIDINE-5-BORONIC ACID PINACOL ESTER
2-MORPHOLIN-5-PYRIDYLBORONIC ACID PINACOL ESTER
2-MORPHOLINE-4-YL-PYRIDINE-5-BORONIC ACID PINACOL ESTER
2-MORPHOLINOPYRIDINE-5-BORONIC ACID, PINACOL ESTER
4-[5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2-PYRIDINYL]MORPHOLINE
4-[5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YL]-MORPHOLINE
6-(MORPHOLIN-4-YL)PYRIDINE-3-BORONIC ACID PINACOL ESTER
6-MORPHOLINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER
6-MORPHOLINOPYRIDIN-3-YLBORONIC ACID PINACOL ESTER
6-(4-MORPHOLINO)PYRIDINE-3-BORONIC ACID PINACOL ESTER
4-5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylümorpholine
6-(4-Morpholinyl)pyridine-3-boronic acid pinacol ester | [Molecular Formula]
C15H25BN2O4 | [MDL Number]
MFCD04039874 | [Molecular Weight]
308.18 | [MOL File]
485799-04-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
135-139 °C (lit.) | [Boiling point ]
440.9±45.0 °C(Predicted) | [density ]
1.13±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [pka]
5.58±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
1S/C15H23BN2O3/c1-14(2)15(3,4)21-16(20-14)12-5-6-13(17-11-12)18-7-9-19-10-8-18/h5-6,11H,7-10H2,1-4H3 | [InChIKey]
ZGDLVKWIZHHWIR-UHFFFAOYSA-N | [SMILES]
CC1(C)OB(OC1(C)C)c2ccc(nc2)N3CCOCC3 | [CAS DataBase Reference]
485799-04-0(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Uses]
6-(morpholino-4-yl)pyridine-3-boronic acid pinacol ester, also known as 6-(4-morpholino)pyridine-3-boronic acid pinacol ester, is an important pharmaceutical and chemical intermediate. |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
2811 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2934999090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Synthesis]
Pinacol ester of bisboronic acid (1.25 g, 4.92 mmol) was dissolved in DMF (10 mL) under nitrogen protection and cooled to 0 °C. KOAc (1.21 g, 12.3 mmol) and Pd(dppf)Cl2-CH2Cl2 (0.1 g, 0.123 mmol) were added sequentially. The reaction mixture was heated to 80 °C and a solution of 5-bromo-2-morpholine pyridine (1.0 g, 4.1 mmol) in DMF (10 mL) was added dropwise. After the dropwise addition, the reaction was continued to be stirred at 80 °C for 10 hours. After completion of the reaction, the solvent was removed by evaporation. The residue was dissolved in ethyl acetate and the insoluble material was removed by filtration. The filtrate was evaporated and purified by column chromatography (eluent ratio: ethyl acetate:petroleum ether = 1:4) to afford 6-(morpholin-4-yl)pyridine-3-boronic acid pinacol ester (940 mg, 79% yield). | [References]
[1] Patent: WO2008/88881, 2008, A1. Location in patent: Page/Page column 41-42
[2] Patent: WO2009/155527, 2009, A2. Location in patent: Page/Page column 136 |
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