4-Fluoro-3-(methoxycarbonyl)phenylboronic acid
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4-Fluoro-3-(methoxycarbonyl)phenylboronic acid
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CAS No:
874219-35-9
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Formula:
C8H8BFO4
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Chemical Name:
4-Fluoro-3-(methoxycarbonyl)phenylboronic acid
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Synonyms:
AKOS BRN-0541;4-FLUORO-3-(METHOXYCARBONYL)BENZENEBORONIC ACID;4-FLUORO-3-METHOXYCARBONYLPHENYLBORONIC ACID;METHYL 5-BORONO-2-FLUOROBENZOATE;3-Carboxy-4-Fluorophenylboroni;4-Fluoro-3-(methoxycarbonyl)benzeneboronic acid 98%;4-Fluoro-3-(methoxycarbonyl)benzeneboronicacid98%;4-Fluro-3-Methoxycarbonylbenzene boronic acid
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CAS No:
Characteristics
66.8
-0.70790
off-white crystal
1.3±0.1 g/cm3
253-255
364.7°C at 760 mmHg
174.4±30.7 °C
1.514
Keep Cold
Safety Information
IRRITANT
36/37/38-36
26-36/37/39
Xi
Irritant/Keep Cold
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
H302
4-Fluoro-3-(methoxycarbonyl)phenylboronic acid Use and Manufacturing
The title compound from scheme 14, step G (30 mg, 0.05 mmol), (4-fluoro-3- methoxycarbonylphenyl)boronic acid (15 mg, 0.08 mmol), PdCl2(dppf) (5.7 mg, 10 mumol) and potassium carbonate (29 mg, 0.21 mmol) were placed in a microwave tube and taken up in dioxane (3.0 mL) and water (0.30 mL). The reaction was purged with nitrogen before being sealed in a microwave vial and heated at 100C for 1 h. The organic layer was separated from the aqeous layer, and EtOAc was used as a wash solvent for the microwave tube in order to assure complete transfer of the product. The organics were concentrated to dryness. The residue was purified by column chromatography on silica gel eluting with 0-50% EtOAc/hexane. The like fractions were combined and concentrated to afford the title compound: LCMS m/z 654.42 [M + H]+.The title compound from scheme 13, step C (50 mg, 0.126 mmol) and (4-fluoro-3- (methoxycarbonyl)phenyl)boronic acid (31.2 mg, 0.158 mmol) were taken up in 1, 4-dioxane (1.00 mL) and water (0.100 mL) and placed in a microwave tube. Potassium carbonate (69.7 mg, 0.505 mmol) and PdCl2(dppf) (18.46 mg, 0.025 mmol) were added. The reaction was purged with nitrogen for 5 minutes and then heated in the microwave at 100 C for 30 minutes. The layers were separated and then organic was concentrated to dryness. The resulting residue was purified by prep HPLC on a C18 reverse-phase column to afford the title compound: LCMS m/z 470.27 [M + H]+.
suzuki reaction
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4-Fluoro-3-(methoxycarbonyl)phenylboronic acid
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