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ChemicalBook CAS DataBase List Methyl 6-bromo-3-chloro-5-fluoropicolinate
514798-19-7

Methyl 6-bromo-3-chloro-5-fluoropicolinate synthesis

10synthesis methods
methyl 3-amino-6-bromo-5-fluoropicolinate

1052714-13-2
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Methyl 6-bromo-3-chloro-5-fluoropicolinate

514798-19-7
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Yield:514798-19-7 74%

Reaction Conditions:

with copper dichloride;isopentyl nitrite in acetonitrile at 60; for 24 h;Sealed tube;Inert atmosphere;

Steps:

FFF.3 Step 3: Synthesis of methyl 6-bromo-3-chloro-5-fluoropyridine-2-carboxylate

A mixture of methyl 3-amino-6-bromo-5-fluoropyridine-2-carboxylate (150.00 mg, 0.60 mmol, 1.00 equiv), 3-methylbutyl nitrite (141.12 mg, 1.20 mmol, 2.00 equiv), acetonitrile (5 mL), and copper(II)chloride (97.18 mg, 0.72 mmol, 1.20 equiv) in a sealed tube under nitrogen was stirred for 24 h at 60° C.
The resulting mixture was concentrated under vacuum and the residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:3) to give the title compound (120 mg, 74%) as a light yellow solid. LC-MS (ES, m/z): 268 [M+H]+.

References:

US2015/57260,2015,A1 Location in patent:Paragraph 0664; 0665

514797-97-8 Synthesis
2-Bromo-5-chloro-3-fluoropyridine

514797-97-8
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Methyl 6-bromo-3-chloro-5-fluoropicolinate

514798-19-7
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