tert-Butyl 4-{[(6-chloropyridin-3-yl)oxy]methyl}piperidine-1-carboxylate synthesis

7synthesis methods

Product Name:tert-Butyl 4-{[(6-chloropyridin-3-yl)oxy]methyl}piperidine-1-carboxylate
CAS Number:1010115-38-4
Molecular formula:C16H23ClN2O3
Molecular Weight:326.82

41288-96-4 Synthesis

41288-96-4
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161975-39-9 Synthesis

1-BOC-4-METHANESULFONYLOXYMETHYL-PIPERIDINE

161975-39-9
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tert-Butyl 4-{[(6-chloropyridin-3-yl)oxy]methyl}piperidine-1-carboxylate

1010115-38-4
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Yield:1010115-38-4 72%

Reaction Conditions:

with caesium carbonate in acetonitrile; for 3 h;Reflux;Reagent/catalyst;Solvent;Temperature;

Steps:

56.1 t-butyl 4-((6-chloropyridine-3-yloxy)methyl)piperidin-1-carboxylate

t-butyl 4-((6-chloropyridine-3-yloxy)methyl)piperidin-1-carboxylate: t-Butyl 4-((methylsulfonyloxy)methyl)piperidin-1-carboxylate (the product of synthesis step 2 of compound 431; 2.0 g, 6.82 mmol) was dissolved in ACN 10 mL. 6-chloropyridine-3-ol (1.06 g, 8.18 mmol), Cs₂CO₃(3.33 g, 10.23 mmol) was added thereto, and refluxed with heating for a day. The reaction mixture was added with water, and extracted with EtOAc. The obtained organic layer was washed with saturated aqueous brine solution, dried over MgSO₄, filtered to remove the solid residue, and the filtrate was concentrated under reduced pressure. The concentrate was purified by column chromatography (ISCO silica gel cartridge, EtOAcHexane) to yield the title compound as white solid (1.6 g, 72%)

References:

US2015/166480,2015,A1 Location in patent:Paragraph 0913

41288-96-4 Synthesis

41288-96-4
328 suppliers
$8.00/1g