6-Methylpyridine-3-boronic Acid
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6-Methylpyridine-3-boronic Acid
structure -
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CAS No:
659742-21-9
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Formula:
C6H8BNO2
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Chemical Name:
6-Methylpyridine-3-boronic Acid
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CAS No:
Characteristics
53.4
-0.93020
white or yellow crystal
1.2±0.1 g/cm3
294.7ºC at 760 mmHg
132.0±27.9 °C
1.528
Safety Information
3
26-36/37/39
Xi
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
6-Methylpyridine-3-boronic Acid Use and Manufacturing
The INFLATE (4. 6MMOL) was dissolved in acetonitrile (30MOL) and placed into A 5M . microwave vessel. To the solution was added 1. 5 EQ of bis (PINACOLATO) DIBORON (6. 9MMOL ; 1. 71 G). The mixture was stirred on A magnetic stir plate until dissolution. To the mixture was added KOAC (13. 8MMOL ; 1. 35g) and 98mg of [1, 1'-bis (DIPHENYLPHOSPHINO)- FERROCENE] DICHLOROPALLADIUM (II) (0. 03MOIpercent). The reaction mixture was heated at 160°C for 2 X 600s. After completion (monitored by LC-MS), the acetonitrile was evaporated to give a black solid. The solid was dissolved in DMSO, ms and purified by HPLC to give the boronic acid (580mg, 92percent; 4. 2MMOL). MS: MH+= 138The INFLATE (4. 6MMOL) was dissolved in acetonitrile (30MOL) and placed into A 5M . microwave vessel. To the solution was added 1. 5 EQ of bis (PINACOLATO) DIBORON (6. 9MMOL ; 1. 71 G). The mixture was stirred on A magnetic stir plate until dissolution. To the mixture was added KOAC (13. 8MMOL ; 1. 35g) and 98mg of [1, 1'-bis (DIPHENYLPHOSPHINO)- FERROCENE] DICHLOROPALLADIUM (II) (0. 03MOIpercent). The reaction mixture was heated at 160°C for 2 X 600s. After completion (monitored by LC-MS), the acetonitrile was evaporated to give a black solid. The solid was dissolved in DMSO, ms and purified by HPLC to give the boronic acid (580mg, 92percent; 4. 2MMOL). MS: MH+= 138
6-Methylpyridine-3-boronic Acid is used in the preparation of various biologically active compound such as phosphoinositide-3-kinases (PI3K) and c-jun N-terminal kinase (JNK) inhibitors. suzuki reaction
Computed Properties
Molecular Weight:136.95
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:137.0648087
Monoisotopic Mass:137.0648087
Topological Polar Surface Area:53.4
Heavy Atom Count:10
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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