ChemicalBook CAS DataBase List 1-Boc-4-(2-pyridyloxy)piperidine

1-Boc-4-(2-pyridyloxy)piperidine synthesis

4synthesis methods

Product Name:1-Boc-4-(2-pyridyloxy)piperidine
CAS Number:313490-35-6
Molecular formula:C15H22N2O3
Molecular Weight:278.35

109-04-6 Synthesis

109-04-6
522 suppliers
$6.00/25g

109384-19-2 Synthesis

109384-19-2
471 suppliers
$5.00/1g

313490-35-6
26 suppliers
$60.00/100mg

Yield:313490-35-6 82%

Reaction Conditions:

Stage #1: t-butyl 4-hydroxy piperidine-1-carboxylatewith sodium hydride in 1-methyl-pyrrolidin-2-one at 20; for 0.166667 h;
Stage #2: 2-bromo-pyridine in 1-methyl-pyrrolidin-2-one; for 6 h;Heating / reflux;

Steps:

10

Preparation 10; tert-Butyl 4-(pyridin-2-yloxy)piperidine-1-carboxylate; 1-(tert-Butoxycarbonyl)-4-hydroxypiperidine (3.0g, 14.9mmol) was added to a suspension of sodium hydride (60% in mineral oil, 600mg, 14.9mmol) in 1-methyl-2- pyrrolidinone (50mL) and the mixture was stirred at room temperature for 10 minutes. 2- Bromopyridine (1.43mL, 14.9mmol) was added and the mixture was heated under reflux for 6 hours. The mixture was then cooled to room temperature, diluted with ethyl acetate (250mL) and washed with brine (5x150mL). The organic solution was dried over magnesium sulfate and concentrated in vacuo. Purification of the residue by column chromatography on silica gel, eluting with pentane: ethyl acetate, 80: 20, afforded the title compound as a colourless oil in 82% yield, 3.40g.

References:

WO2005/105779,2005,A1 Location in patent:Page/Page column 38

142-08-5 Synthesis