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ChemicalBook CAS DataBase List Methyl 4-[4-(tert-butoxycarbonylamino)piperidin-1-yl]methylbenzoate

Methyl 4-[4-(tert-butoxycarbonylamino)piperidin-1-yl]methylbenzoate synthesis

3synthesis methods
2417-72-3 Synthesis
Methyl 4-(bromomethyl)benzoate

2417-72-3
374 suppliers
$7.00/5g

73874-95-0 Synthesis
4-N-BOC-Aminopiperidine

73874-95-0
449 suppliers
$10.00/250mg

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Yield:653593-69-2 2.49 g

Reaction Conditions:

with potassium carbonate in acetonitrile at 80; for 5 h;

Steps:

A

Step A:
4-(4-tert-Butoxycarbonylamino-piperidin-1-ylmethyl)-benzoic acid methyl ester
A mixture of 4-bromomethyl-benzoic acid methyl ester (3.0 g; 15 mmol), piperidin-4-yl-carbamic acid tert-butyl ester (3.77 g; 16.5 mmol) and potassium carbonate (4.35 g, 31.5 mmol) in 100 ml acetonitrile is stirred for 5 h at 80° C.
Precipitates were removed by filtration and the solution is evaporated.
The residue is purified by silica gel column chromatography (gradient: DCM/Methanol 98:2 to 95:5 to yield 4-(4-tert-Butoxycarbonylamino-piperidin-1-ylmethyl)-benzoic acid methyl ester.
Yield: 2.49 g
C19H28N2O4 ESI mass spectrum: m/z=349 [M+H]+

References:

US2014/88097,2014,A1 Location in patent:Paragraph 0162-0165