1321518-03-9|2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine| Ambeed

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CAS No. :	1321518-03-9
Formula :	C₁₃H₁₇BF₃NO₂
M.W :	287.09
SMILES Code :	FC(C1=CC(B2OC(C)(C)C(C)(C)O2)=CC(C)=N1)(F)F
MDL No. :	MFCD18723339

Yield	Reaction Conditions	Operation in experiment
83%		In a two-neck flask, equipped with stirring bar, condenser and a rubber septum, thoroughly purged with argon, were introduced methoxy(cyclooctadiene)iridium(l) dimer (21 mg, 0.03 mmol), 4,4?-di-tert-butyl-2,2?-bipyridine (17 mg, 0.06 mmol), and bis(pinacolato)diboron (2.05 g, 8.1 mmol). The flask was once more purged before adding hexane via syringe (15 mL). The re5 suIting mixture was heated at 5000 for 10 mm until the appearance of a dark-red solution wasobserved. <strong>[1620-72-0]2-trifluoromethyl-6-methyl pyridine</strong> (2.0 g, 12.4 mmol) was then added by syringe, and heating continued for a further 6 h. After cooling to room temperature, the crude reaction mixture was concentrated under reduced pressure. The resulting residue was purified by column chromatography, eluting with hexane/ethyl acetate mixture to afford the target compound2-(trifl uoromethyl)-4-(4,4,5,5-tetramethyl-1 ,3 ,2-d ioxaborolan-2-yl)-6-methylpyrid me (2.95 g,83%) as a light brown thick oil. ESI-MS: 206.20 [M+H]+ (boronic acid).
67.4%		Under a nitrogen atmosphere, (1,5-cyclooctadiene)methoxyindole(I) dimer (1.0 g, 1.55 mmol),4,4,4',4',5,5,5',5'-octamethyl-2,2'-bis(1,3,2-dioxaborolane) (15.7 g, 62.1 mmol) and 4,4'-di-tert-butyl-2,2'-bipyridine (0.83 g, 3.1 mmol) were dissolved in 100 mL of n-hexane, heated to 50 C, and stirred for 10 minutes. <strong>[1620-72-0]2-methyl-6-(trifluoromethyl)pyridine</strong> 1a (5 g, 31 mmol, prepared by a known method "Chemical and Pharmaceutical Bulletin, 1990, 38(9), 2446-2458") was added, and the stirring reaction was continued. 4 hours. The reaction was stopped, cooled to room temperature, filtered, and the filtrate was concentrated.The residue was purified by thin layer chromatography using a developing solvent system B.The title compound 1b (6 g, yield: 67.4%) was obtained.

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H200	Unstable explosive
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H261	In contact with water releases flammable gas
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Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 1321518-03-9

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CAS No.: 1321518-03-9

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