4-(Pyridin-4-yloxy)-piperidine-1-carboxylic acid tert-butyl ester synthesis
- Product Name:4-(Pyridin-4-yloxy)-piperidine-1-carboxylic acid tert-butyl ester
- CAS Number:308386-35-8
- Molecular formula:C15H22N2O3
- Molecular Weight:278.35
626-64-2
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109384-19-2
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308386-35-8
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Yield:308386-35-8 99%
Reaction Conditions:
with di-isopropyl azodicarboxylate;triphenylphosphine in tetrahydrofuran at 0;
Steps:
Step 1: Preparation of tert-butyl 4-(pyridin-4-yloxy)piperidine-1-carboxylate
Into a 500-mL round-bottom flask, was placed PPh3 (41.4 g, 157.7 mmol, 1.5 equiv) in THF (300 mL),to which DIAD (31.9 g, 157.7 mmol, 1.5 equiv) was added. Then 4- hydroxypyridine (10 g, 105.1 mmol, 1.0 equiv) and tert-butyl 4-hydroxypiperidine-1-carboxylate (21.2 g, 105.1 mmol, 1.0 equiv) were added respectively at 0 C. The mixture was allowed to warm up to room temperature and stirred overnight. Then the mixture was concentrated under reduced pressure. The residue was applied onto a silica gel column eluting with ethyl acetate/petroleum ether (1:1). This resulted in 29.0 g (99%) of tert-butyl 4-(pyridin-4- yloxy)piperidine-1-carboxylate as a yellow solid. LC/MS (ESI) m/z: 279.20 [M+1] +.
References:
WO2021/77010,2021,A1 Location in patent:Paragraph 00506; 00507
7379-35-3
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$5.00/1g
109384-19-2
471 suppliers
$5.00/1g
308386-35-8
22 suppliers
$496.00/5g
626-61-9
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109384-19-2
471 suppliers
$5.00/1g
308386-35-8
22 suppliers
$496.00/5g