n-butyllithium
Trimethyl borate
1-fluoro-2-methoxybenzene
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
In tetrahydrofuran | 26% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With hydrogenchloride |
1-bromo-2-fluoro-3-methoxybenzene
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
Stage #1: 2-fluoro-3-methoxy-1-bromobenzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere; Stage #2: With Triisopropyl borate In tetrahydrofuran at -78 - 20℃; for 1h; Inert atmosphere; Stage #3: With water; ammonium chloride In tetrahydrofuran for 0.5h; |
tert-butyl {[5-bromo-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate
(2-fluoro-3-methoxyphenyl)boronic acid
tert-butyl {[5-(2-fluoro-3-methoxyphenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 100℃; for 2h; | 100% |
(2-fluoro-3-methoxyphenyl)boronic acid
(2-fluoro-3-hydroxyphenyl)boronic acid
Conditions | Yield |
---|---|
Stage #1: (2-fluoro-3-methoxyphenyl)boronic acid With boron tribromide In dichloromethane at 5 - 20℃; Inert atmosphere; Stage #2: With sodium hydrogencarbonate In ethanol; dichloromethane Cooling; | 96% |
With boron tribromide In dichloromethane at 5 - 20℃; for 1h; Inert atmosphere; | 96% |
Stage #1: (2-fluoro-3-methoxyphenyl)boronic acid With boron tribromide In dichloromethane at 0℃; for 1h; Stage #2: With methanol In dichloromethane at 0℃; for 1h; |
(2-fluoro-3-methoxyphenyl)boronic acid
2-fluoro-3-methoxyphenol
Conditions | Yield |
---|---|
With dihydrogen peroxide In 1,4-dioxane at 20℃; Cooling with ice; | 96% |
With dihydrogen peroxide; acetic acid In tetrahydrofuran; water at 0 - 20℃; | 81% |
With water; triethylamine In acetonitrile at 20℃; for 36h; Irradiation; | 72% |
2-bromothiophene
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water for 4h; Suzuki Coupling; Inert atmosphere; Reflux; | 96% |
(6-bromopyridin-2-yl)-(4-fluoro-3-methoxyphenyl)-methanone
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki Coupling; Inert atmosphere; | 95% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki Coupling; Inert atmosphere; | 94% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
In methanol; water at 70℃; for 24h; | 94% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki Coupling; Inert atmosphere; | 93% |
3-bromo-2-chlorobenzenamine
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With [1,1′-bis(di-cyclohexylphosphino)ferrocene]dichloropalladium (II); sodium carbonate In 1,4-dioxane; water at 90℃; for 2h; Inert atmosphere; | 93% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki Coupling; Inert atmosphere; | 92% |
(6-bromopyridin-2-yl)(2-methoxyphenyl)methanone
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki Coupling; Inert atmosphere; | 92% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki Coupling; Inert atmosphere; | 92% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
Stage #1: [14C]1-(2-fluoro-6-(trifluoromethyl)benzyl)-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione; (2-fluoro-3-methoxyphenyl)boronic acid With potassium hydroxide; tri tert-butylphosphoniumtetrafluoroborate In acetone at 45℃; for 0.5h; Inert atmosphere; Stage #2: With palladium diacetate In acetone at 55℃; for 1.5h; Inert atmosphere; | 92% |
3-bromo-2-fluorobenzaldehyde
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water Suzuki Coupling; Reflux; | 90.3% |
methyl 2-bromo-5-nitrobenzoate
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; toluene for 18h; Suzuki coupling; Heating; | 90% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 100℃; for 3h; Suzuki Coupling; Inert atmosphere; | 90% |
{(R)-2-[5-bromo-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester
Pamoic acid
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
Stage #1: {(R)-2-[5-bromo-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester; (2-fluoro-3-methoxyphenyl)boronic acid With sodium carbonate In 1,4-dioxane; water for 0.25h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 95 - 100℃; Inert atmosphere; Stage #3: Pamoic acid Further stages; | 90% |
(2-fluoro-3-methoxyphenyl)boronic acid
3-[(2R)-amino-2-phenylethyl]-5-(2-fluoro-3-methoxyphenyl)-1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methyl-2,4(1H,3H)-pyrimidinedione trifluoroacetate
Conditions | Yield |
---|---|
With potassium phosphate tribasic trihydrate; palladium diacetate; tri tert-butylphosphoniumtetrafluoroborate In water; acetone at 20 - 60℃; for 20h; Time; Inert atmosphere; | 89.2% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 150℃; for 1h; Suzuki Coupling; Inert atmosphere; Microwave irradiation; | 89% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki Coupling; Inert atmosphere; | 89% |
1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione
(2-fluoro-3-methoxyphenyl)boronic acid
5-(2-fluoro-3-methoxyphenyl)-1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-6-methylpyrimidine-2,4(1H,3H)-dione
Conditions | Yield |
---|---|
With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium hydroxide In water; acetone at 40 - 45℃; for 2.5h; | 88.4% |
Stage #1: 1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione; (2-fluoro-3-methoxyphenyl)boronic acid With potassium hydroxide In water; acetone for 0.5 - 1h; Stage #2: 1,1-(bis-di-t-butylphosphino)ferrocene palladium dichloride In water; acetone at 40 - 45℃; for 2.5h; Product distribution / selectivity; | 87% |
Stage #1: 1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione; (2-fluoro-3-methoxyphenyl)boronic acid With potassium hydroxide; tri tert-butylphosphoniumtetrafluoroborate In water; acetone at 15 - 45℃; for 0.833333h; Stage #2: With palladium diacetate In water; acetone | 85% |
3-bromo-2-fluorobenzoic acid
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With potassium phosphate; potassium dihydrogenphosphate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) In 1,2-dimethoxyethane; ethanol; water at 60℃; for 5h; Suzuki Coupling; | 88% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki Coupling; Inert atmosphere; | 88% |
1-(3-bromophenyl)-2-phenylethane-1,2-dione
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,4-dioxane; water at 100℃; for 3h; Inert atmosphere; | 88% |
5-bromo-N-methyl-N-(3-methylphenyl)thiophene-2-carboxamide
(2-fluoro-3-methoxyphenyl)boronic acid
5-(2-fluoro-3-methoxyphenyl)-N-methyl-N-(m-tolylthiophene)-2-carboxamide
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 80℃; for 14h; Inert atmosphere; | 85% |
(2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide
(2-fluoro-3-methoxyphenyl)boronic acid
(2R)-4-[4-(2-fluoro-3-methoxyphenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide
Conditions | Yield |
---|---|
With potassium carbonate In ethanol; water at 70℃; Suzuki-Miyaura coupling; | 84% |
5-bromo-N-(3-methoxyphenyl)thiophene-2-carboxamide
(2-fluoro-3-methoxyphenyl)boronic acid
5-(2-fluoro-3-methoxyphenyl)-N-(3-methoxyphenyl)thiophene-2-carboxamide
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 80℃; for 14h; Inert atmosphere; | 84% |
2-chloro-3-cyanopyrazine
(2-fluoro-3-methoxyphenyl)boronic acid
3-(2'-fluoro-3'-methoxyphenyl)pyrazine-2-carbonitrile
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; sodium carbonate In 1,2-dimethoxyethane; water at 80℃; for 0.25h; Suzuki Coupling; Inert atmosphere; | 84% |
(2-fluoro-3-methoxyphenyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki Coupling; Inert atmosphere; | 84% |
{(R)-2-[5-bromo-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester
(2-fluoro-3-methoxyphenyl)boronic acid
(R)-(2-(5-(2-fluoro-3-methoxyphenyl)-3-(2-fluoro-6-(trifluoromethyl)benzyl)-4-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)-1-phenylethyl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 90℃; Suzuki Coupling; | 83% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 90℃; Suzuki coupling; Inert atmosphere; | 83% |
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 90℃; Suzuki Coupling; | 83% |
The 2-Fluoro-3-methoxyphenylboronic acid, with the CAS registry number 352303-67-4, is also known as Boronic acid, B-(2-fluoro-3-methoxyphenyl)-. It belongs to the product categories of Blocks; BoronicAcids; FluoroCompounds; Boronic Acid; Aryl; Organoborons; Benzene Derivatives; Boronic Acids; Boronic Acids and Derivatives; Boronic Acids. This chemical's molecular formula is C7H8BFO3 and molecular weight is 169.95. What's more, its IUPAC name is the same with its product name. It should be stored in a cool, dry and well-ventilated place.
Physical properties about 2-Fluoro-3-methoxyphenylboronic acid are: (1)ACD/LogP: 1.51; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 4; (6)Polar Surface Area: 27.69 Å2; (7)Index of Refraction: 1.503; (8)Molar Refractivity: 39.76 cm3; (9)Molar Volume: 134.3 cm3; (10)Surface Tension: 39.8 dyne/cm; (11)Density: 1.26 g/cm3; (12)Flash Point: 151.4 °C; (13)Enthalpy of Vaporization: 60.07 kJ/mol; (14)Boiling Point: 326.8 °C at 760 mmHg; (15)Vapour Pressure: 8.56E-05 mmHg at 25 °C.
When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1) SMILES: Fc1c(cccc1OC)B(O)O
(2) InChI: InChI=1S/C7H8BFO3/c1-12-6-4-2-3-5(7(6)9)8(10)11/h2-4,10-11H,1H3
(3) InChIKey: JCKZNMSBFBPDPM-UHFFFAOYSA-N
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