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CAS No.: | 872041-86-6 |
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Name: | 5-Fluoropyridin-3-ylboronic acid |
Molecular Structure: | |
Formula: | C5H5BFNO2 |
Molecular Weight: | 140.91 |
Synonyms: | Boronicacid, (5-fluoro-3-pyridinyl)- (9CI);(3-Fluoropyridin-5-yl)boronic acid;(5-Fluoropyridin-3-yl)boronic acid; |
EINECS: | 640-175-6 |
Density: | 1.34 g/cm3 |
Melting Point: | 233-236 °C |
Boiling Point: | 292.9 °C at 760 mmHg |
Flash Point: | 130.9 °C |
Appearance: | off-white solid |
Hazard Symbols: | Xi |
Risk Codes: | 37/38-41-36/37/38 |
Safety: | 26-39-37 |
PSA: | 53.35000 |
LogP: | -1.09950 |
3-bromo-5-fluoropyridine
5-fluoropyridine-3-boronic acid
Conditions | Yield |
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Stage #1: 3-bromo-5-fluoropyridine With n-butyllithium; Triisopropyl borate In tetrahydrofuran at -90 - -80℃; for 2.5h; Stage #2: With hydrogenchloride; water In tetrahydrofuran at -20 - 10℃; pH=1 - 2; Stage #3: With sodium hydroxide In water pH=6; | 87.4% |
5-fluoropyridine-3-boronic acid
7-bromo-3,3-dimethyl-3,4-dihydro-2H,5′Hspiro[naphthalene-1,4′-oxazol]-2′-amine
7-(2-fluoropyridin-3-yl)-3,3-dimethyl-3,4-dihydro-2H,5′(1'H)-spiro[naphthalene-1,4′-oxazol]-2′-amine
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 85℃; for 12h; Suzuki Coupling; Sealed tube; Inert atmosphere; | 95% |
5-fluoropyridine-3-boronic acid
Conditions | Yield |
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With copper(II) choride dihydrate; sodium carbonate In methanol at 25℃; for 0.25h; Green chemistry; | 93% |
5-fluoropyridine-3-boronic acid
Conditions | Yield |
---|---|
Stage #1: 5-fluoropyridine-3-boronic acid; tert butyl N-[2-chloro-4-(trifluoromethyl)pyrimidin-5-yl]carbamate In ethanol; water; toluene at 20℃; for 0.5h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 8h; Inert atmosphere; | 93% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 8h; Inert atmosphere; | 93% |
5-fluoropyridine-3-boronic acid
Conditions | Yield |
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With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 110℃; for 12h; | 89% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 110℃; for 12h; | 89% |
5-fluoropyridine-3-boronic acid
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In ethanol; water; toluene at 110℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere; Reflux; | 89% |
5-fluoropyridine-3-boronic acid
5-bromo-1-(tetrahydro-2H-pyran-2-yl)-N-(6-(trifluoromethyl)pyridin-3-yl)-1H-indazole-3-carboxamide
5-(5-fluoropyridin-3-yl)-1-(tetrahydro-2H-pyran-2-yl)-N-(6-(trifluoromethyl)pyridin-3-yl)-1H-indazole-3-carboxamide
Conditions | Yield |
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With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 90℃; for 3h; Suzuki Coupling; Inert atmosphere; | 88% |
In water; N,N-dimethyl-formamide at 90℃; | 88% |
5-fluoropyridine-3-boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 150℃; for 1h; Microwave irradiation; | 88% |
1-chloro-7-methoxynaphthalen-2-yl trifluoromethanesulfonate
5-fluoropyridine-3-boronic acid
3-(1-chloro-7-methoxynaphthalen-2-yl)-5-fluoropyridine
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene for 8h; Suzuki Coupling; Inert atmosphere; Reflux; | 87% |
5-fluoropyridine-3-boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In methanol; 1,2-dimethoxyethane at 120℃; for 1h; Microwave irradiation; | 87% |
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The 5-Fluoropyridin-3-ylboronic acid, with its CAS registry number 872041-86-6, has the systematic name of (5-fluoro-3-pyridyl)boronic acid. And its product categories are including blocks; BoronicAcids; Pyridines. Besides, it is irritant which may cause inflammation to the skin or other mucous membranes, so you should be careful while using.
The characteristics of 5-Fluoropyridin-3-ylboronic acid are as below: (1)ACD/LogP: 0.14; (2)# of Rule of 5 Violations: 0 ; (3)#H bond acceptors: 3; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 53.35; (7)Index of Refraction: 1.507; (8)Molar Refractivity: 31.19 cm3; (9)Molar Volume: 104.8 cm3; (10)Polarizability: 12.36×10-24 cm3; (11)Surface Tension: 47 dyne/cm; (12)Density: 1.34 g/cm3; (13)Flash Point: 130.9 °C; (14)Enthalpy of Vaporization: 56.23 kJ/mol; (15)Boiling Point: 292.9 °C at 760 mmHg; (16)Vapour Pressure: 0.000813 mmHg at 25°C.
In addition, you could convert the following datas into the molecular structure:
(1)SMILES:B(c1cc(cnc1)F)(O)O
(2)InChI:InChI=1/C5H5BFNO2/c7-5-1-4(6(9)10)2-8-3-5/h1-3,9-10H
(3)InChIKey:FVEDGBRHTGXPOK-UHFFFAOYAW