5-FLUORO-2-METHOXYPYRIDINE-4-BORONIC ACID
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5-FLUORO-2-METHOXYPYRIDINE-4-BORONIC ACID
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CAS No:
1043869-98-2
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Formula:
C6H7BFNO3
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Chemical Name:
5-FLUORO-2-METHOXYPYRIDINE-4-BORONIC ACID
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Synonyms:
5-FLUORO-2-METHOXYPYRIDINE-4-BORONIC ACID;(5-FLUORO-2-METHOXYPYRIDIN-4-YL)BORONIC ACID;BORONIC ACID, B-(5-FLUORO-2-METHOXY-4-PYRIDINYL)-;5-fluoro-2-methoxypyrine-4-boronic acid;B-(5-fluoro-2-methoxy-4-pyridinyl)-Boronic acid
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CAS No:
5-FLUORO-2-METHOXYPYRIDINE-4-BORONIC ACID Basic Attributes
170.93
171.05000
DTXSID10660538
2933399090
Characteristics
62.6
-1.09090
off-white solid
1.34±0.1 g/cm3(Predicted)
323.5±52.0 °C(Predicted)
149.46ºC
5-FLUORO-2-METHOXYPYRIDINE-4-BORONIC ACID Use and Manufacturing
To a suspension of (R)-N-((S)-l-(5-bromo-l-((2-(trimethylsilyl)ethoxy)methyl)- lH-imidazol-2-yl)-6-(2-(oxazol-2-yl)-l, 3-dioxolan-2-yl)hexyl)-2-methylpropane-2-sulfmamide (A_l4, 320.1 mg, 0.517 mmol) and (5-fhioro-2-methoxypyridin-4-yl)boronic acid (115 mg, 0.672 mmol) in l, 4-dioxane (3 ml) and water (0.600 ml) were added 2nd generation xphos precatalyst (40.6 mg, 0.052 mmol) and potassium phosphate tribasic (329 mg, 1.550 mmol). The reaction mixture was degassed by N2 stream for 10 min. Then the reaction mixture was stirred at 90C under N2 overnight. The reaction mixture was cooled to RT. The reaction mixture was concentrated by rotorvap. The crude reaction mixture was purified by normal phase silica gel column chromatography usinge EtOAc/CH2Cl2 as eluents to yield(R)-N-((S)-l-(5-(5-fluoro-2- methoxypyridin-4-yl)-l-((2-(trimethylsilyl)ethoxy)methyl)-lH-imidazol-2-yl)-6-(2-(oxazol-2- yl)-l, 3-dioxolan-2-yl)hexyl)-2-methylpropane-2-sulfmamide(l29A).A solution of compound ethyl 2-methyl-4-oxocyclohexanecarboxylate (5.0 g, 27 mmol) in THF (70 mL) was treated with lithium bis(trimethylsilyl)amide (28 mL, 28 mmol, 1 M in THF) drop-wise under nitrogen at -70 C. The resulting solution was stirred for 30 min at -70 C and a solution of trifluoro-N-phenyl-N-(trifluoromethylsulfonyl) methane sulfonamide (9.7 g, 27 mmol) in THF (10 mL) was added drop-wise with stirring. The reaction mixture was stirred for 2 h at -70 C and treated with 100 mL of water. The resulting solution was extracted with ethyl acetate (3 x 100 mL). The organic layers were combined, dried over Na2S04 and concentrated to give ethyl 6-methyl-4- (trifluoromethylsulfonyloxy)cyclohex-3-enecarboxylate as a light yellow oil, which was used in the next step without further purification. A mixture of ethyl 6-methyl-4-(trifluoromethylsulfonyloxy)cyclohex-3- enecarboxylate (2 g, 6.0 mmol),
Computed Properties
Molecular Weight:170.94
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:171.0503014
Monoisotopic Mass:171.0503014
Topological Polar Surface Area:62.6
Heavy Atom Count:12
Complexity:149
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5-FLUORO-2-METHOXYPYRIDINE-4-BORONIC ACID
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